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Journal articles on the topic 'Cyclization of nitro compounds'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Chen, Dong-Mei, Jia-Yan Liu, Ming Wei, Bing-Wei Wang, Ruo-Han Chu, and Dong-Sheng Chen. "Synthesis of indazolo[5,4-b][1,6]naphthyridine and indazolo[6,7-b][1,6]naphthyridine derivatives." Heterocyclic Communications 25, no. 1 (2019): 15–21. http://dx.doi.org/10.1515/hc-2019-0006.

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AbstractA simple method for the synthesis of the title compounds by an efficient in-situ reduction and cyclization reactions of aromatic aldehydes, tert-butyl 2,4-dioxopiperidine-1-carboxylate and 5-nitro-1H-indazole or 6-nitro-1H-indazole was developed.

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2

Štetinová, Jarmila, Martina Lojkásková, Miloslava Dandárová, Ján Leško, and Rudolf Kada. "Reactions of Substituted 5-Nitro-3-furoylthioureas." Collection of Czechoslovak Chemical Communications 61, no. 2 (1996): 305–12. http://dx.doi.org/10.1135/cccc19960305.

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Some cyclization and cyclocondensation reactions of 1-(5-nitro-3-furoyl)-3-(4-R-phenyl)thioureas 1a-1e (R = H, CH3, N(C2H5)2, Br, CN) were conducted. 6-R-2-(5-Nitro-3-furoylamino)benzothiazoles 2a-2c (R = H, CH3, Br) were obtained by bromine-induced cyclization of the corresponding thioureas. Reacted with bromoacetone and ω-bromoacetophenone, respectively, the derivatives 1a-1e gave 2-(4-R-phenylimino)-3-(5-nitro-3-furoyl)-4-R1-4-thiazolines 3a-3e (R = H, CH3, N(C2H5)2, Br, CN; R1 = CH3) and 3f-3j (R = H, CH3, N(C2H5)2, Br, CN; R1 = C6H5), respectively. The structure of the compounds synthesiz

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3

Mathias, Fanny, Youssef Kabri, Maxime Crozet, and Patrice Vanelle. "Efficient Access to Original 6-Substituted 5-Nitro-2,3-dihydroimidazo[2,1-b]oxazoles." Synthesis 49, no. 12 (2017): 2775–85. http://dx.doi.org/10.1055/s-0036-1588984.

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A one-pot sequential intramolecular cyclization and Suzuki–Miyaura or Sonogashira reaction under microwave irradiation are reported in the 5-nitro-2,3-dihydroimidazo[2,1-b]oxazole series. The intramolecular cyclization of 1-(2,4-dibromo-5-nitro-1H-imidazol-1-yl)propan-2-ol between the hydroxyethyl group and the bromine atom at the 2-position is carried out first, followed by optimization and generalization of the Suzuki–Miyaura and Sonogashira cross-coupling reactions of the bromine atom at the 4-position. The various boronic acids and alkynyl derivatives used to perform these palladium-cataly

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4

Rong, Liangce, Hui Xu, Lei Li, et al. "An Efficient Fe/H2O Medium in situ Reduction and Cyclization Reaction for the Synthesis of Pyrazolo[3,4-a]acridin-10-one and Pyrazolo[4,3-a]acridin-10-one Derivatives." Synthesis 50, no. 03 (2017): 583–92. http://dx.doi.org/10.1055/s-0036-1589124.

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An efficient and simple method for the synthesis of pyrazolo[3,4-a]acridine and pyrazolo[4,3-a]acridine derivatives directly form nitro compounds by in situ reduction and cyclization reaction under Fe/H2O medium is reported. Compared to amino compounds, nitro compounds are more stable and easier to obtain. In addition, because iron is a nontoxic, inexpensive, and environmentally friendly reductant, this method is especially suitable for organic synthesis. The other advantages of this process are cheap raw materials, less pollution, and wide substrate range.

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5

Ren, Yingming, Yaxin Ge, Qinqin Yan, et al. "Iron-Mediated Radical Nitrohalogenation Reactions of Enynes with tert-Butyl Nitrite." Synlett 32, no. 12 (2021): 1192–96. http://dx.doi.org/10.1055/a-1520-2192.

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AbstractA radical nitrohalogenation/cyclization of various enynes with tert-butyl nitrite has been developed that conveniently introduces useful nitro and halo groups into organic compounds. Some control experiments were performed to elucidate the mechanism. Further functional transformations proceeded well in this reaction system.

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6

Arif, Md Khaja, Praveen Kumar Rathod, and Panaganti Leelavathi. "Synthesis of Chromeno/Pyrano-quinolines via Tandem Approach involving Michael Addition-Cyclization Catalyzed by L-Proline/Cu(II)." Asian Journal of Chemistry 37, no. 2 (2025): 473–78. https://doi.org/10.14233/ajchem.2025.33209.

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In this study, the reaction of β-nitrovinylquinolines with 1,3-dicarbonyl compounds to furnish chromeno-quinolines under L-proline/Cu(II) catalysis was described. The nitro methyl derivatives of chromeno-quinolines were obtained via the Michael addition followed by the cyclization reaction of cyclic 1,3-dicarbonyl compounds with β-nitrovinylquinolines in a tandem approach. The reaction with open-chain 1,3-dicarbonyl compounds furnished the corresponding aci form of pyranoquinolines.

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7

Veeranki, Krishna Chaitanya, Jalapathi Pochampally, Ravi Chandar Maroju, and Vishnu Thumma. "Synthesis of Novel 4-(3-nitro-2H-chromen-2-yl)-1,3-diphenyl-1H-pyrazole analogues." Research Journal of Chemistry and Environment 27, no. 2 (2023): 35–38. http://dx.doi.org/10.25303/2702rjce035038.

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In this study, we report the synthesis of a library of new 4-(3-nitro-2H-chromen-2-yl)-1,3-diphenyl-1H-pyrazol e analogues. Condensation of pyrazole carbaldehyde precursor with nitromethane yielded (E)-4-(2-nitrovinyl)-1,3-diphenyl-1H-pyrazole intermediate. This intermediate upon intermolecular cyclization with substituted salicylaldehydes individually, produced 4-(3-nitro-2H-chromen-2-yl)-1,3-diphenyl-1H-pyrazole analogues. The structures of compounds were confirmed by the interpretation of 1H-NMR, 13C-NMR and Mass spectral analysis.

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8

Hradil, Pavel, Jan Vaněček, Jan Hlaváč, and Juraj Ševčík. "Synthesis of 2-Substituted-6,7-dimethoxy- and 6,7,8-Trimethoxy-3-hydroxyquinolin-4(1H)-ones." Collection of Czechoslovak Chemical Communications 64, no. 2 (1999): 257–64. http://dx.doi.org/10.1135/cccc19990257.

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Acetonyl and phenacyl esters of 4,5-dimethoxy- and 3,4,5-trimethoxyanthranilic acids 3 were prepared by reduction of corresponding nitro derivatives 2. Acetonyl 4,5-dimethoxyanthranilate (3a) was prepared by reaction of 4,5-dimethoxyanthranilic acid and chloroacetone. Cyclization of these acetonyl and phenacyl esters in polyphosphoric acid provided the corresponding 2-substituted-6,7-dimethoxy- and 6,7,8-trimethoxy-3-hydroxyquinolin-4(1H)-ones 4. A new method of the thermal cyclization is also described. The structure of the prepared compounds was confirmed by 1H NMR spectroscopy.

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9

Sono, Masakazu, Yui Yamashita, Mayu Hirai, Yayoi Nishio, Shigeru Takaoka, and Motoo Tori. "One-Electron Oxidation of Geranyl Acetone Derivatives Using Ceric(IV) Ammonium Nitrate and Manganese(III) Acetate: Carbon–Carbon Bond Formation." Natural Product Communications 17, no. 7 (2022): 1934578X2211094. http://dx.doi.org/10.1177/1934578x221109424.

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Oxidation of geranyl acetone derivatives with ceric ammonium nitrate (CAN) and Mn(OAc)3 afforded tricyclic and bicyclic compounds as well as hydroxy and nitro compounds as a result of one-electron oxidation followed by carbon–carbon bond formation. This is the first example of radical cyclization (formed by one-electron oxidation) of geranyl acetone derivative 1 and its isomer 4 to give tri- and bicyclic products with carbon–carbon bond formation.

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10

Farrayeh, Batool A., Mustafa M. El-Abadelah, Jalal A. Zahra, Salim F. Haddad, and Wolfgang Voelte. "Heterocycles [h]-Fused onto 4-Oxoquinoline-3-carboxylic Acid. Part X [1]. Synthesis and X-Ray Structure of a Model 4- Oxo[1,4]benzoxazepino[2,3-h]quinoline-3-carboxylic Ester." Zeitschrift für Naturforschung B 68, no. 2 (2013): 187–94. http://dx.doi.org/10.5560/znb.2013-2270.

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Direct interaction of salicylaldehyde oxyanion with ethyl 7-chloro-8-nitro-4-oxoquinoline-3- carboxylate (2) delivered the respective 7-(2-formyl-phenoxy)-8-nitro-4-oxoquinoline-3-carboxylic ester 3. Reductive cyclization of 3 furnished the corresponding 4-oxo-[1,4]benzoxazepino[2,3- h]quinoline-3-carboxylic ester 5. Acid-catalyzed hydrolysis of the esters 3/5 produced the respective acids 4/6. Structural assignments for the new compounds 3 - 6 are supported by microanalytical and spectral (IR, HRMS, NMR) data and confirmed by X-ray structure determination for compound 5. Interestingly, compou

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11

Hanusek, Jiří, and Vladimír Macháček. "Intramolecular base-catalyzed reactions involving interaction between benzene nitro groups and ortho carbon chains." Collection of Czechoslovak Chemical Communications 74, no. 5 (2009): 811–33. http://dx.doi.org/10.1135/cccc2008216.

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The review is focused on the understanding of processes involving chemical interaction between benzene nitro group and ortho carbon chain containing heteroatom (N, O, S) adjacent to the ring. In most cases these compounds undergo base-catalyzed cyclization to give heteroaromatic N-oxides that can be subsequently transformed to related heterocycles under the same conditions. However, in some cases, depending on substitution of the benzene ring, side chain or the base used, the formation of other compounds – both heterocyclic and non-heterocyclic such as nitroso and azoxy compounds, spiro Meisen

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12

W., H. Zhong, M. Zhang Y., and Y. Chen X. "Samarium diiodide promoted reductive cyclization of nitrodisulfides with nitriles : A new route to benzothiazoles." Journal of Indian Chemical Society Vol. 78, Jun 2001 (2001): 316–18. https://doi.org/10.5281/zenodo.5883319.

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Department of Chemistry, Zhejiang University (Campus Xi Xi), Hangzhou, 310028, P.R. China <em>E-mail</em> : yminzhang@mail.hz.zj.cn    <em>  Fax</em> : 86-571-8807077 Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, P. R. China Department of Chemistry, Hunan Jishou University, Jishou, 416000, P. R. China <em>Manuscript received 26 December 2000, accepted 15 January 2001</em> Benzothiazole derivatives are prepared via reductive cyclization of nitrodisullides with nitrites promoted by SmI<sub>2</sub> under mild and neutral conditions.

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13

Aggarwal, Natasha N., B. C. Revanasiddappa, Banylla Felicity, Vijay Kumar, and Hemanth Kumar. "SYNTHESIS, IN SILICO ANALYSIS AND ANTICONVULSANT ACTIVITY OF NOVEL PYRIMIDINE DERIVATIVES." Indian Drugs 58, no. 05 (2021): 21–29. http://dx.doi.org/10.53879/id.58.05.12570.

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In this present study, a novel series of chalcones (C1-10) were synthesized by reacting 4-nitro acetophenone and various substituted aromatic aldehydes in an alcohol medium. The title compounds, pyrimidine derivatives (PD1-10), were obtained by the cyclization of chalcones (C1-10) with guanidine carbonate in an alcoholic medium. Each of the newly synthesized compounds was structurally assigned in accordance with FT-IR, 1 H-NMR and mass spectral data. All the synthesized compounds were subjected to in silico analysis among which, some of the synthesized compounds were chosen and evaluated for i

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14

Black, DS, RB Debdas, and N. Kumar. "Nitrones and Oxaziridines. XLIII. Synthesis of an Indol-7-yl-Substituted 1-Pyrroline 1-Oxide and Related Compounds." Australian Journal of Chemistry 45, no. 6 (1992): 1051. http://dx.doi.org/10.1071/ch9921051.

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The 1-pyrroline 1-oxide (8) which contains an indol-7-yl substituent attached to the 2-position has been synthesized by reductive cyclization of the related γ -nitro ketone . The corresponding 1-pyrroline (9) has also been isolated as the result of non-selective reduction. A comparison of the indol-7-yl nitrone (8) is made with related indol-3-yl nitrones described earlier.

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15

Rai, Prashasthi V., Ramith Ramu, P. Akhileshwari та ін. "Novel Benzimidazole-Endowed Chalcones as α-Glucosidase and α-Amylase Inhibitors: An Insight into Structural and Computational Studies". Molecules 29, № 23 (2024): 5599. http://dx.doi.org/10.3390/molecules29235599.

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In search of novel antidiabetic agents, we synthesized a new series of chalcones with benzimidazole scaffolds by an efficient ‘one-pot’ nitro reductive cyclization method and evaluated their α-glucosidase and α-amylase inhibition studies. The ‘one-pot’ nitro reductive cyclization method offered a simple route for the preparation of benzimidazoles with excellent yield and higher purity compared to the other conventional acid- or base-catalyzed cyclization methods. 1H, 13C NMR, IR, and mass spectrum data were used to characterize the compounds. Single-crystal XRD data confirmed the 3D structure

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16

Shuvalov, Vladislav, Anna Rupp, Anna Kuratova, Alexander Fisyuk, Andrey Nefedov та Galina Sagitullina. "Synthesis of δ-Carbolines and the Alkaloid Quindoline through a Molybdenum-Catalyzed Cadogan Cyclization and their Photoluminescent Properties". Synlett 30, № 08 (2019): 919–23. http://dx.doi.org/10.1055/s-0037-1612416.

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Cadogan reductive cyclization of substituted 2-aryl-3-nitropyridines to give δ-carbolines was performed under MoO2Cl2(DMF)2 catalysis with triphenylphosphine as a ligand. A new approach for the synthesis of the alkaloid quindoline based on a Mo(VI)-catalyzed Cadogan reductive cyclization of 2-phenyl-3-nitro-5,6,7,8-tetrahydroquinoline followed by aromatization of the resulting 2,3,4,10-tetrahydro-1H-indolo[3,2-b]quinoline is proposed. Various о-nitroarylpyridines, obtained by reacting acylpyruvates and cyclic hydroxymethylene ketones with nitroacetophenone enamines, were used as starting compo

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17

Veena, K., M. Ramaiah, G. K. Vanita, T. S. Avinash, and V. P. Vaidya. "Synthesis of Symmetrical and Asymmetrical Azines Encompassing Naphtho[2,1-b]furan by a Novel Approach." E-Journal of Chemistry 8, no. 1 (2011): 354–60. http://dx.doi.org/10.1155/2011/784932.

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The starting material 3-nitro-2-acetylnaphtho[2,1-b]furan (2) was obtained by nitration of 2-acetylnaphtho[2,1-b] furan (1), under mild condition. The compound 1 was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with chloroacetone, where in both condensation and cyclization took place in single step. The reaction of 3-nitro-2-acetylnaphtho[2,1-b]furan (2) with hydrazine hydrate produced corresponding hydrazone (3) in excellent yield, which on treatment with various aromatic aldehydes under different reaction conditions resulted in the formation of symmetrical azines (4a-e) and unsy

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18

Broxton, TJ, JR Christie, and RPT Chung. "Micellar Catalysis of Organic Reactions. XXVI. SNAr Reactions of Azide Ions." Australian Journal of Chemistry 42, no. 6 (1989): 855. http://dx.doi.org/10.1071/ch9890855.

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The azidodehalogenation of a number of aromatic compounds has been studied in the presence of micelles of cetyltrimethylammonium bromide (ctab). The variation of the observed rate of reaction with ctab concentration has been treated by using the model of Rodenas and Vera to determine the rate constant for reaction in the micellar pseudo-phase, k2m, the binding constant of the substrate to the micelle, Ks, and the nucleophile-micellar counter ion exchange constant KAzBr :. The ratio of the rate constants in the micellar pseudo-phase and in water varied between 0.9 and 52. For reactions involvin

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19

Mamedova, V. L., S. V. K. Mamedova, D. E. Korshin, E. L. Gavrilova, and V. A. O. Mamedov. "<i>ortho</i>-Functionalized nitroarenes in the synthesis of heterocycles." Russian Chemical Reviews 94, no. 4 (2025): RCR5167. https://doi.org/10.59761/rcr5167.

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The development of convenient methods for the synthesis of heterocyclic compounds that are highly important for the search of pharmacological substances and in other spheres of human activity is among the most relevant fields of organic chemistry. Two functional groups in arenes located in adjacent positions of the benzene ring can provide a fused ring. If at least one of the two <i>ortho</i>-functional groups contains a nitrogen atom, a nitrogen heterocycle is formed upon the cyclization. The nitro group is often chosen as the nitrogen-containing group in <i>ortho</i>-

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20

Reznikov, Alexander N., Dmitry S. Nikerov, Anastasiya E. Sibiryakova, Victor B. Rybakov, Evgeniy V. Golovin, and Yuri N. Klimochkin. "Convenient access to pyrrolidin-3-ylphosphonic acids and tetrahydro-2H-pyran-3-ylphosphonates with multiple contiguous stereocenters from nonracemic adducts of a Ni(II)-catalyzed Michael reaction." Beilstein Journal of Organic Chemistry 16 (August 25, 2020): 2073–79. http://dx.doi.org/10.3762/bjoc.16.174.

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A new synthetic strategy toward nonracemic phosphoryl-substituted pyrrolidines and tetrahydropyranes with three and five contiguous stereocenters is presented. Readily available β-keto phosphonates react with conjugated nitroolefins in the presence of a chiral Ni(II) complex to give nitro keto phosphonates with two stereocenters with excellent enantioselectivity and moderate to high diastereoselectivity. These products were used for a reductive cyclization leading to pyrrolidin-3-ylphosphonic acid and for reactions with aldehydes yielding tetrahydropyranylphosphonates as individual stereoisome

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21

Aabd Alrazaaq Khazeal Nasih and Khaled Fahd Ali. "Synthesis, and biological activity of some new 1,3 – bis ( 4 – nitro benzyl -2 - aryl hydro pyrimidine." Journal of Pharmaceutical Negative Results 13, no. 4 (2022): 756–64. http://dx.doi.org/10.47750/pnr.2022.13.04.101.

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According to bright importance’s showed by pyrimidine and hydro pyrimidine derivatives a newly series of hydro pyrimidine derivatives was synthesized by three steps. The first step by synthesized bis Schiff base from reaction two equivalents of p-nitro benzaldehyde with one equivalent of 1,3-propane diamine (1,3-diaminopropane) to afford compound 1. The next step was to reduction the imine group by NaBH4 to afford compound 2. The finally step by cyclization compound 2 during reaction it with some arylaldehyde in constated acetic acid and refluxing the mixture for 24 to 72 hours to afford compo

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22

Basavaiah, Deevi, and Daggula Mallikarjuna Reddy. "The Baylis–Hillman acetates in organic synthesis: Unprecedented sodium nitrite induced intramolecular Friedel–Crafts cyclization of secondary nitro compounds." RSC Adv. 4, no. 46 (2014): 23966–70. http://dx.doi.org/10.1039/c4ra03573a.

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Unprecedented sodium nitrite mediated intramolecular Friedel–Crafts cyclization of alkyl (E)-2-arylidene-4-nitroalkanoates and (E)-3-arylidene-5-nitroalkan-2-ones derived from Baylis–Hillman acetates has been described.

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23

Sousa, Joana L. C., Hélio M. T. Albuquerque, Armando J. D. Silvestre, and Artur M. S. Silva. "Decoration of A-Ring of a Lupane-Type Triterpenoid with Different Oxygen and Nitrogen Heterocycles." Molecules 27, no. 15 (2022): 4904. http://dx.doi.org/10.3390/molecules27154904.

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Betulinic acid (BA) was used as starting building block to create a library of novel BA-derived compounds containing O- and N-heterocycles. Firstly, BA was converted into methyl betulonate (BoOMe), which was used as intermediate in the developed methodologies. 1,2-Oxazine-fused BoOMe compounds were obtained in 12–25% global yields through a Michael addition of nitromethane to methyl (E)-2-benzylidenebetulonate derivatives, followed by nitro group reduction and intramolecular cyclization. Remarkably, the triterpene acts as a diastereoselective inducer in the conjugate addition of nitromethane,

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24

Ahmed Fouad, Manar, Francesco Ferretti, Dario Formenti, Fabio Milani, and Fabio Ragaini. "Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates." European Journal of Organic Chemistry 2021, no. 34 (2021): 4876–94. http://dx.doi.org/10.1002/ejoc.202100789.

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25

Fobi, Kwabena, and Richard A. Bunce. "Domino Nitro Reduction-Friedländer Heterocyclization for the Preparation of Quinolines." Molecules 27, no. 13 (2022): 4123. http://dx.doi.org/10.3390/molecules27134123.

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The Friedländer synthesis offers efficient access to substituted quinolines from 2-aminobenzaldehydes and activated ketones in the presence of a base. The disadvantage of this procedure lies in the fact that relatively few 2-aminobenzaldehyde derivatives are readily available. To overcome this problem, we report a modification of this process involving the in situ reduction of 2-nitrobenzaldehydes with Fe/AcOH in the presence of active methylene compounds (AMCs) to produce substituted quinolines in high yields. The conditions are mild enough to tolerate a wide range of functionality in both re

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26

Paquette, Joseph A., Katie M. Psutka, Colin J. Yardley, and Kenneth E. Maly. "Probing the structural features that influence the mesomorphic properties of substituted dibenz[a,c]anthracenes." Canadian Journal of Chemistry 95, no. 4 (2017): 399–409. http://dx.doi.org/10.1139/cjc-2016-0505.

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We report the synthesis and mesophase characterization of a series of novel hexaalkoxydibenzanthracenes to probe the effect of side-chain length variation and substituents on the mesophase temperature range. A series of hexaalkoxydibenz[a,c]anthracenes (2a–2i) with varying chain lengths were prepared by Suzuki coupling of the appropriate boronate ester with the corresponding dialkoxydibromonaphthalenes, followed by oxidative cyclization. Compounds 2a–2i were also brominated in the 10 and 13 positions to yield the corresponding dibromo series, 4a–4i. While none of the compounds, 2a–2i, exhibite

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27

Nikonov, Igor L., Leila K. Sadieva, Мaria I. Savchuk, et al. "New naphtho[1,8-<i>ef</i>]perimidines: synthesis, fluorescence studies and application for detection of nitroanalytes." Chimica Techno Acta 8, no. 4 (2021): 20218416. http://dx.doi.org/10.15826/chimtech.2021.8.4.16.

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A rational approach to the synthesis of substituted naphtho[1,8-ef]perimidines based on SNH methodology and cyclization reaction in the series of condensed azines with naphthalene substituents was presented. Photophysical properties of the obtained fluorophores were studied, in particular, green fluorescence in the 485–536 nm range with quantum yield up to 32.4% was detected. HOMO-LUMO energy values and distributions for the new compounds were calculated by the DFT method in comparison with nitroanalytes and perylene. Based on the data obtained, as well as on the results of fluorescence titrat

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28

Nikonov, Igor L., Igor A. Khalymbadzha, Leila К. Sadieva, et al. "Benzo[<i>de</i>]naphtho[1,8-<i>gh</i>]quinolines: synthesis, photophysical studies and nitro explosives detection." Chimica Techno Acta 8, no. 4 (2021): 20218415. http://dx.doi.org/10.15826/chimtech.2021.8.4.15.

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A rational synthetic approach to substituted naphtho[1,8-gh]quinolines using intramolecular cyclization in the presence of potassium in the series of (naphthalen-1-yl)isoquinolines is described. The photophysical properties of the obtained compounds were studied; in particular, fluorescence emission was detected in the range 454 - 482 nm with a quantum yield of up to 54%. We also calculated the HOMO-LUMO energies and optimized molecular structures for the resulting fluorophores. Based on the results of fluorescence titration, the Stern-Volmer constants (up to 21587 M-1) and the detection limit

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29

Ferretti, Francesco, Manar Ahmed Fouad та Fabio Ragaini. "Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Phenyl Formate as a CO Surrogate". Catalysts 12, № 1 (2022): 106. http://dx.doi.org/10.3390/catal12010106.

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The reductive cyclization of suitably substituted organic nitro compounds by carbon monoxide is a very appealing technique for the synthesis of heterocycles because of its atom efficiency and easiness of separation of the only stoichiometric byproduct CO2, but the need for pressurized CO has hampered its diffusion. We have recently reported on the synthesis of indoles by reductive cyclization of o-nitrostyrenes using phenyl formate as a CO surrogate, using a palladium/1,10-phenanthroline complex as catalyst. However, depending on the desired substituents on the structure, the use of β-nitrosty

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30

Ragaini, Fabio, Francesco Ferretti, and Manar Ahmed Fouad. "Phenyl Formate as a CO Surrogate for the Reductive Cyclization of Organic Nitro Compounds to Yield Different N-Heterocycles: No Need for Autoclaves and Pressurized Carbon Monoxide." Catalysts 13, no. 2 (2023): 224. http://dx.doi.org/10.3390/catal13020224.

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The reductive cyclization of different organic nitro compounds by carbon monoxide, catalyzed by transition metal complexes, is a very efficient and clean strategy for the synthesis of many N-heterocycles. However, its use requires the use of autoclaves and pressurized CO lines. In this perspective, the authors will present the results obtained in their laboratories on the use of phenyl formate as a convenient CO surrogate, able to liberate carbon monoxide under the reaction conditions and allowing the use of a cheap glass pressure tube as a reaction vessel. In most cases, yields were better th

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DEVI, M. R., J. M. RAO, and V. R. SRINIVASAN. "ChemInform Abstract: TEP-Mediated Reductive Cyclization of Nitro Aryl Compounds. Preparation of Nitrogen Heterocycles from Semicarbazones." ChemInform 22, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.199111172.

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Lefedova, Olga V., and Marina P. Nemtseva. "EFFECT OF SOLVENT COMPOSITION ON THE RATE AND SELECTIVITY OF 2-NITRO-2’-HYDROXY-5’-METHYLAZOBENZENE HYDROGENATION ON PROMOTED NICKEL CATALYSTS." ChemChemTech 68, no. 5 (2025): 101–11. https://doi.org/10.6060/ivkkt.20256805.7116.

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The study of the influence of various factors on the kinetic characteristics and selectivity of liquid-phase catalytic hydrogenation of compounds containing several reactive groups is of theoretical and practical significance. In the presented work, the hydrogenation of 2-nitro-2'-hydroxy-5'-methylazobenzene was studied in order to elucidate the reasons and nature of the dependence of the rate and yield of the target products containing the benzotriazole ring on the composition of the catalytic system. In particular, the influence of the composition of aqueous solutions of 2-propanol with diff

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33

Chirkova, Zhanna V. "SYNTHESIS OF N-HYDROXYINDOLES." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 4 (2017): 4. http://dx.doi.org/10.6060/tcct.2017604.5560.

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The basic synthetic methods for obtaining N-hydroxyindoles were studied. The first method is intramolecular reductive cyclization of ortho-substituted nitroaromatic compounds by various reducing agents. Nitrophenyl acetaldehydes (synthesis by Acheson), N,N-disubstituted amino-2-nitrostyrenes (synthesis by Somei), ortho-nitroketoetheres of different structure or 1-(o-nitroarene)-1-cyanoalkylnitroketones, ortho-nitrophenylacetonitriles were used as substrates for the synthesis of N-hydroxyindoles. Titanium chloride (III), zinc in THF solution of ammonium chloride or in acetic acid, stannous chlo

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34

Formenti, Dario, Francesco Ferretti, and Fabio Ragaini. "Synthesis of N-Heterocycles by Reductive Cyclization of Nitro Compounds using Formate Esters as Carbon Monoxide Surrogates." ChemCatChem 10, no. 1 (2017): 148–52. http://dx.doi.org/10.1002/cctc.201701214.

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35

Aesha F SH Abdassalam, Aesha F. SH Abdassalam, Semih Kurban Semih Kurban, and Nahide Gulsah Deniz and Cigdem Sayil Nahide Gulsah Deniz and Cigdem Sayil. "Synthesis and Characterization of New Naphtho- and Tetracyclic Diazaquinone Derivatives." Journal of the chemical society of pakistan 41, no. 5 (2019): 834. http://dx.doi.org/10.52568/000805/jcsp/41.05.2019.

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In this study, new 1,4-naphtho- and 5-nitro-1,4-naphtho derivatives containing N- and N,N-substituted groups which has not been reported yet, have been synthesized from 2,3-dichloronaphthalene-1,4-diones (1,9). Compounds of 2-choloro-3-((2,4,6-triflorophenyl)amino)naphthalene-1,4-dione (3) and 2-chloro-3-((4-florophenyl)amino)naphtalene-1,4-dione (7) were obtained by reactions of 2,3-dichloronaphthalene-1,4-dione 1 with 4-fluoroaniline (6) and 2,4,6-trifloroaniline (2), respectively involving a Michael addition. We reported the cyclization reactions of compounds 1 to benzo[g]pirido[3,2-b]quino

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36

Kumar, Naveen, Swamy Sreenivasa, Bhuvanesh Sukhlal Kalal, et al. "Benzo[d]imidazol-5-yl)-5-(substituted)-1,3,4-Oxadiazoles: Synthesis, Anticancer, Antimicrobial and In Silico Studies." Letters in Drug Design & Discovery 16, no. 9 (2019): 994–1005. http://dx.doi.org/10.2174/1570180816666181220123924.

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Background: Cancer is a fatal disease for mankind; continuous research is still going on for the invention of potent anticancer drugs. In this view, 1, 3, 4-Oxadiazoles are privileged molecules which attracted medicinal chemists towards their anticancer properties. Methods: A new series of benzo[d]imidazol-5-yl)-5-(substituted)-1,3,4-oxadiazole derivatives was synthesized in an efficient ‘one-pot’ nitro reductive cyclization using sodium dithionite as a cyclizing agent by a conventional method with good yield. All the structures of the synthesized molecules were characterized by IR, 1H NMR, HR

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37

Su, Weike, and Bibo Yang. "Reductive Cyclization of Nitro and Azide Compounds with Aldehydes and Ketones Promoted by Metallic Samarium and Catalytic Amount of Iodine." Australian Journal of Chemistry 55, no. 11 (2002): 695. http://dx.doi.org/10.1071/ch02117.

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Basavaiah, Deevi, and Daggula Mallikarjuna Reddy. "ChemInform Abstract: The Baylis-Hillman Acetates in Organic Synthesis: Unprecedented Sodium Nitrite Induced Intramolecular Friedel-Crafts Cyclization of Secondary Nitro Compounds." ChemInform 46, no. 3 (2014): no. http://dx.doi.org/10.1002/chin.201503102.

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39

Nagaraju, Bashetti, Jagarlapudi V. Shanmukhakumar, Nareshvarma Seelam, Tondepu Subbaiah, and Bethanamudi Prasanna. "A Facile One-Pot Synthesis of 3-Methylbenzisoxazoles via a Key Intermediate of ortho-Ethoxyvinyl Nitroaryls by Domino Rearrangement and Their Anti- Inflammatory Activity." Current Organic Synthesis 16, no. 8 (2020): 1161–65. http://dx.doi.org/10.2174/1570179416666190925125450.

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Background: Recently, there has been a lot of scientific interest in exploring the syntheses of oxygen and nitrogen-containing heterocyclic compounds due to their pharmacological activities. In addition, benzisoxazoles play a very important role in organic synthesis as key intermediates. Objective: In this paper, we focused on developing a novel synthetic route for biologically active arylisoxazoles under normal conditions, and simplified it to get high purities and yields, and also reported their anti-inflammatory activities. Method: An efficient and simple method has been explored for the sy

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Teramoto, Masahiro, Mitsutaka Imoto, Motonori Takeda, Takumi Mizuno, Akihiro Nomoto, and Akiya Ogawa. "Transition-Metal-Free Synthesis of 2-Substituted Benzothiazoles from Nitrobenzenes, Methylheteroaryl Compounds, and Elemental Sulfur, Based on Nitro-Methyl Redox-Neutral Cyclization." Journal of Organic Chemistry 85, no. 23 (2020): 15213–20. http://dx.doi.org/10.1021/acs.joc.0c02072.

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41

Kamimura, Akio, Takaaki Moriyama, Yuji Ito, Takuji Kawamoto, and Hidemitsu Uno. "Asymmetric Synthesis of Bicyclic Nitrocyclopropanes from Primary Nitro Compounds and Stereoselective Formation of Tetrahydro-2H-cyclopenta[b]furans via Ring Expansion/Cyclization Reaction." Journal of Organic Chemistry 81, no. 11 (2016): 4664–81. http://dx.doi.org/10.1021/acs.joc.6b00566.

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42

Xu, Hui, Zhengbing Pan, Lei Dai, Kaimin Mao, and Liangce Rong. "An efficient in situ reduction and cyclization reaction for synthesis of spiro compound derivatives in Fe-H2 O-AcOH medium from nitro compounds." Applied Organometallic Chemistry 33, no. 1 (2018): e4653. http://dx.doi.org/10.1002/aoc.4653.

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43

Zhong, Weihui, Xiaoyuan Chen, and Yongmin Zhang. "ChemInform Abstract: Samarium Diiodide Induced Reductive Cyclization of Nitro Compounds with Ketones: A Novel Synthesis of 3,4-Dihydro-(2H)-1,2,4-benzothiadiazine-1,1-dioxides." ChemInform 31, no. 44 (2000): no. http://dx.doi.org/10.1002/chin.200044168.

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44

Zhong, Weihui, Xiaoyuan Chen, and Yongmin Zhang. "Samarium diiodide induced reductive cyclization of nitro compounds with ketones: a novel synthesis of 3,4-dihydro-(2H)-1,2,4-benzothiadiazine-1,1-dioxides." Journal of Chemical Research 2000, no. 6 (2000): 292–93. http://dx.doi.org/10.3184/030823400103167345.

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45

Ovchinnikov, M. Yu, A. N. Teregulova, S. L. Khursan, E. M. Chaynikova, and R. L. Safiullin. "ANOMALOUS TERMINATION KINETICS OF 4-(N,N-DIMETHYLAMINO)PHENYL NITROSO OXIDE ISOMERS." Izvestia Ufimskogo Nauchnogo Tsentra RAN, no. 4 (December 10, 2024): 38–43. https://doi.org/10.31040/2222-8349-2024-0-4-38-43.

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The termination kinetics of the adduct of molecular oxygen (3Σg- ) and 4-(N,N-dimethylamino)-phenylnitrene generated by pulse photolysis from the corresponding azide in hexane has been studied using UV spectroscopy in a wide temperature range. The adduct is represented by cis- and trans-isomers of 4-(N,N-dimethylamino)- phenylnitroso oxide (4-Me2NC 6 H4 NOO). It was experimentally established that an abnormal increase in the ter- mination rate of aryl nitroso oxide is observed with decreasing temperature of the reaction mixture. A two-center five-step mechanism of nitroso oxide transformation

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46

Hosseini, Fahimeh S., and Mohammad Bayat. "Synthesis of New 5-amino-7-(aryl)-1,2,3,7-tetrahydro-8-nitroimidazo[1,2-a]pyridine- 6-carboxamide and 6-amino-2,3,4,8-tetrahydro-9-nitro-8-(aryl)-1H-pyrido[1,2- a]pyrimidine-7-carboxamide Derivatives." Current Organic Synthesis 15, no. 7 (2018): 982–88. http://dx.doi.org/10.2174/1570179415666180709121950.

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Aim and Objectives: Development of simple synthetic routes for widely used organic compounds from readily available reagents is one of the major tasks in organic chemistry. Therefore, new approaches for increasing the molecular diversity of simple starting materials, are needed. Herein, an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives is described. Materials and Methods: A one-pot, multi-component reaction of nitro ketene aminal derived from the addition of various 1,n-diamines to 1,1-bis(methylthio)-2-nitroethene with cyanoa

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47

Padrtová, Tereza, Pavlína Marvanová, Renáta Kubínová, et al. "Indol-2-Carboxylic Acid Esters Containing N-Phenylpiperazine Moiety - Preparation and Cholinesterase-inhibiting Activity." Current Organic Synthesis 17, no. 7 (2020): 576–87. http://dx.doi.org/10.2174/1570179417666200619132218.

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Background: The indole derivatives and the N-phenylpiperazine fragment represent interesting molecular moieties suitable for the research of new potentially biologically active compounds. This study was undertaken to identify if indol-2-carboxylic acid esters containing N-phenylpiperazine moiety possess acetylcholinesterase and butyrylcholinesterase inhibitory activity. Materials and Methods: The study dealt with the synthesis of a novel series of analogs of 1H-indole-2- carboxylic acid and 3-methyl-1H-indole-2-carboxylic acid. The structure of the derivatives was represented by the indolylcar

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48

Tennant, George, Christopher J. Wallis, and George W. Weaver. "ChemInform Abstract: A New Synthesis of Substituted Imidazo[4,5-b]pyridinones by Reductive Cyclization of 4-Nitro-1H-imidazol-5-yl Di- and Tri-carbonyl Compounds." ChemInform 30, no. 30 (2010): no. http://dx.doi.org/10.1002/chin.199930157.

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Zhong, Wei-Hui, Xiao-Yuan Chen, and Yong-Min Zhang. "Low-valent titanium induced reductive cyclization of nitro compounds and aliphatic ketones: facile synthesis of 3, 4-dihydro(2H)-1, 2, 4-benzothiadiazine-1, 1-dioxides." Chinese Journal of Chemistry 18, no. 5 (2010): 786–88. http://dx.doi.org/10.1002/cjoc.20000180525.

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50

Kumykov, Ruslan M., and Arsen K. Vologirov. "NEW AROMATIC DINITRODERIVATIVES OF CHLORAL AS MONOMER FOR SYNTHESYS OF POLYESTER AND POLYHETERO-ARYLENE." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 61, no. 2 (2018): 4. http://dx.doi.org/10.6060/tcct.20186102.5613.

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The synthesis of aromatic dinitroderivatives of chloral effectively used in production of soluble, heat and fire resistant polyester and polyhetero arylenes using in the reaction of aromatic nucleophilic replacement was studied. The groups of new aromatic dinitroderivatives containing chloral as central groups between the phenyl nuclei: dichlorethelyne, carbonyl, acetylene and methylene groups were considered. The synthesis conditions were improved for polyester polyesterketones, polyesteretherketones, poliftalimides and polynaphtalamids without substantially affecting the thermal and solid ch

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