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Journal articles on the topic 'Naphtho'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Elagamey, Abdel Ghani A., Salah Z. Sawllim, Fathy M. A. El-Taweel, and Mohamed H. Elnagdi. "Nitriles in heterocyclic synthesis: Novel syntheses of benzo[b]pyrans, naphtho[1,2-b]pyrans, naphtho[2,1-b]pyrans, pyrano[3,2-h]quinolines and pyrano[3,2-c]quinolines." Collection of Czechoslovak Chemical Communications 53, no. 7 (1988): 1534–38. http://dx.doi.org/10.1135/cccc19881534.

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Benzo[b]pyrans, naphtho[1,2-b]pyrans, naphtho[2,1-b]pyrans, pyrano[3,2-h]quinolines, and pyrano[3,2-c]quinolines were synthesized by the reaction of cinnamonitriles with phenols, naphthols, 8-hydroxyquinoline, and 1-methyl-4-hydroxy-2-quinoline.

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2

Tucker, Sheryl A., William E. Acree, Maximilian Zander, Pierre Demerseman, and Jean-Pierre Buisson. "Spectroscopic Properties of Polycyclic Aromatic Compounds. Part III: Fluorescence Emission and Quenching Behavior of Periodic Table Group 16 Hetero-Atom Derivatives." Applied Spectroscopy 47, no. 3 (1993): 317–20. http://dx.doi.org/10.1366/0003702934066622.

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Fluorescence emission spectra are reported for benzo[b]naphtho[2,3d]furan, dinaphtho[l,2b:l′,2′d]furan, dinaphtho[2,lb:l′,2′d]furan, dibenzo[2,3:10,11]perylo[l,12bcd]furan, dibenzo[2,3:10,ll]perylo-(l,12bcd]thiophene, naphtho[l,8bc:5,4b′c′]dipyran (also called 1,6-dioxapyrene), and naphtha[l,8bc:4,5b′c′]dipyran (also called 1,8-dioxapyrene) in organic nonelectrolyte solvents of varying polarity. Results of these measurements indicate that dinaphtho[l,2b:l′,2′d]furan exhibits slight signs of probe character as evidenced by changing emission intensity ratios; however, the dynamic range was much

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3

Tharra, Prabhakararao, та Beeraiah Baire. "Regioselective, cascade [3+2] annulation of β-naphthols (resorcinols) with Z-enoate propargylic alcohols: a novel entry for the synthesis of complex naphtho(benzo)furans". Chemical Communications 52, № 99 (2016): 14290–93. http://dx.doi.org/10.1039/c6cc08126f.

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4

Abarghooei, Mohammad Akrami, Razieh Mohebat, Zahed Karimi-Jaberi, and Mohammad Hossein Mosslemin. "An efficient synthesis of naphtho[2,1-b]furan-2(1H)-ones catalysed by Nafion-H supported on silica-coated super paramagnetic iron oxide nanoparticles." Journal of Chemical Research 41, no. 7 (2017): 408–12. http://dx.doi.org/10.3184/174751917x14967701767012.

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A one-pot procedure is descibed for the synthesis of naphtho[2,1- b]furan-2(1 H)-ones via a multicomponent reaction of aryl aldehydes, hippuric acid, acetic anhydride and β-naphthol in the presence of Nafion-H supported on silica-coated superparamagnetic iron oxide nanoparticles under microwave irradiation. The catalyst can be recovered easily and reused several times without significant loss of catalytic activity.

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5

Srivastava, Smriti, Jun Luo, Daniel Whalen, Katherine N. Robertson, and Amitabh Jha. "Concise Synthesis of Naphthalene-Based 14-Aza-12-Oxasteroids." Molecules 30, no. 2 (2025): 415. https://doi.org/10.3390/molecules30020415.

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A concise, transition metal-free four-step synthetic pathway has been developed for the synthesis of tetracyclic heterosteroidal compounds, 14-aza-12-oxasteroids, starting from readily available 2-naphthol analogues. After conversion of 2-naphthols to 2-naphthylamines by the Bucherer reaction, subsequent selective C-acetylation was achieved via the Sugasawa reaction and reduction of the acetyl group using borohydride, which resulted into the corresponding amino-alcohols. The naphthalene-based amino-alcohols underwent double dehydrations and double intramolecular cyclization with oxo-acids lead

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6

Abd El-Wahab, Ashraf Hassan Fekry, and Hany Mostafa Mohamed. "Synthesis and DFT Study of 7-Bromophenylnaphthopyran Moieties." Asian Journal of Chemistry 35, no. 8 (2023): 1819–26. http://dx.doi.org/10.14233/ajchem.2023.28032.

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A one-pot, three-component reaction of 6-bromo-2-naphthol (1), p-chlorobenzaldehyde (2) and malononitrile or ethyl cyanoacetate (3) in ethanol/piperidine under reflux was performed to afford 4H-naphtho[2,1-b]pyrano-3-carbonitrile (4a) and ethyl 4H-naphtho[2,1-b]pyrano-3-carboxylate (4b) derivatives, respectively. The structure of these compounds was determined using IR, 1H NMR, 13C NMR, mass spectroscopy and UV-Vis spectra. The molecular geometry of compounds 4a and 4b was determined at the B3LYP/631+G(d) level. The geometric optimization was performed on two tautomers and two conformers. Taut

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7

Čermák, Jiří, Josef Jirman, Jiří Kulhánek, and Jaroslav Toman. "Identification of phenyl naphtho furans and phenyl ethenyl naphthol in commercial 2-naphthol." Dyes and Pigments 35, no. 1 (1997): 1–10. http://dx.doi.org/10.1016/s0143-7208(96)00093-9.

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8

Saeed, Tahseen S., Dinesh Maddipatla, Binu B. Narakathu, Sarah S. Albalawi, Sherine O. Obare, and Massood Z. Atashbar. "Synthesis of a novel hexaazatriphenylene derivative for the selective detection of copper ions in aqueous solution." RSC Advances 9, no. 68 (2019): 39824–33. http://dx.doi.org/10.1039/c9ra08825c.

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A hexaazatriphenylene (HAT) derivative, naphtho[2,3-h]naphtho[2′,3′:7,8]quinoxalino[2,3-a]naphtho[2′,3′:7,8]quinoxalino[2,3-c]phenazine-5,10,15,20,25,30-hexaone (NQH) was synthesized, characterized, and found to be selective to copper (Cu<sup>2+</sup>) ions.

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9

Nagarsha, K. M., T. M. Sharanakumar, D. Ramesh, et al. "NOVEL SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF N-(5BROMO-2-(5-PHENYL1,3,4-OXADIAZOL-2-YL)NAPHTHA[2,1-B]FURAN-1- YL)ACETAMIDE AND N-(5-NITRO-2-(5-PHENYL-1,3,4- OXADIAZOL-2-YL)NAPHTHA[2,1-BFURAN-1-YL]ACETAMIDE AND THEIR DERIVATIVES." RASAYAN Journal of Chemistry 16, no. 01 (2023): 167–75. http://dx.doi.org/10.31788/rjc.2023.1618088.

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The novel derivatives of naphtho-furan such N-(5bromo-2-(5-phenyl-1,3,4-oxadiazol-2-yl)naphtha[2,1-b]furan-1- yl)acetamide (8), N-(5-bromo-2-(hydrazinecarbonyl)naphtha[2,1-b]furan-1-yl]acetamide (7), ethyl-1-acetamido-5- bromonaphtho[2,1-b]furan-2-carboxylate (6), N-(5-nitro-2-(5-phenyl-1,3,4-oxadiazol-2-yl)naphtha[2,1-bfuran-1- yl]acetamide (5),N-(2-(hydrazinecarbonyl)-5-nitronaphtho[2,1-b]furan-1-yl)acetamide (4), ethyl-1-acetamido-5- nitrpnaphtho[2,1-b]furan-2-carboxylate (3), are prepared by ethyl-1-acetamidonaphtho[2,1-b]furan-2-carboxyate and ethyl 1-aminonaphtho[2,1-b]furan-2-carboxylat

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10

Abarghooei, Mohammad Akrami, Razieh Mohebat, Zahed Karimi-Jaberi, and Mohammad Hossein Mosslemin. "Synthesis of 3-Aryl-Benzo[b]Furans and 3-Aryl-Naphtho[b]Furans Using N-Propyl-4-Aza-1-Azoniabicyclo[2.2.2]Octane Chloride Immobilised on SiO2 as an Efficient and Reusable Catalyst." Journal of Chemical Research 42, no. 2 (2018): 86–89. http://dx.doi.org/10.3184/174751918x15178270188063.

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A new and convenient method is describe d for the synthesis of 3-aryl-benzo[ b]furans and 3-aryl-naphtho[ b]furans by the reaction of various α-bromoketones with phenols and 2-naphthols in the presence of n-propyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride immobilised on SiO2. All products were obtained in high yields and short reaction times using solvent-free conditions and a reusable catalyst.

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11

Clark, Peter D., Nicholas M. Irvine, and Pratibha Sarkar. "The synthesis of 3H-naphthol[1,8-bc]thiophene derivatives." Canadian Journal of Chemistry 69, no. 6 (1991): 1011–16. http://dx.doi.org/10.1139/v91-148.

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Methods for the synthesis of keto derivatives of the little studied naphtho[1,8-bc]thiophene system have been developed. Using the readily available benzothiophene derivative 6,7-dihydrobenzo[b]thiophen-4(5H)-one 4, a 3-keto-naphtho[1,8-bc]thiophene 14 was synthesized by a tin(IV) chloride catalyzed cyclization of the acid chloride derivative of the saturated acid 13b. The bicyclic ketone 4 was also used to prepare the keto-sulfoxide 7, which was cyclized to the 4-keto-naphtho[1,8-bc]thiophene system 9 in a Pummerer-type rearrangement. Key words: synthesis, organosulfur, naphtho[1,8-bc]thiophe

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12

Pokhodylo, Nazariy, Roman Martyak, Mykola Тupychak, Khrystyna Pitkovych, Vasyl Matiychuk, and Mykola Obushak. "The (1H-Tetrazol-1-yl)arenediazonium Salts as Convenient Reagents for Quinones Arylation: Synthesis of 1,3-Benzoxathiol-2-ones and Naphtho[2,1-d][1,3]oxathiol-2-ones Bearing (1H-Tetrazol-1-yl)phenyl Motif." Chemistry & Chemical Technology 17, no. 2 (2023): 304–14. http://dx.doi.org/10.23939/chcht17.02.304.

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A convenient two-step method for the synthesis of novel 1,3-benzoxathiol-2-ones and naphtho[2,1-d][1,3]oxathiol-2-ones bearing (1H-tetrazol-1-yl)phenyl motif was developed. As a key step of the synthesis, an arylation of quinones (1,4-benzoquinone, 1,4-naphtho-quinones) with the (1H-tetrazol-1-yl)arenediazonium salts was studied and efficient protocols were elaborated to obtain a variety of substituted ((1H-tetrazol-1-yl)phenyl) benzo/naphtho-1,4-quinones in good to excellent yields. An alternative synthesis of ((1H-tetrazol-1-yl)phenyl) naphtho-1,4-quinones via Diels-Alder reaction of tetrazo

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13

Stoitsov, Dimitar, Marin Marinov, Plamen Penchev, Maria Frenkeva, and Neyko Stoyanov. "A Complete 1H and 13C NMR Data Assignment for Three 3-[Substituted methylidene]-1H,3H-naphtho-[1,8-cd]-pyran-1-ones." Crystals 14, no. 10 (2024): 871. http://dx.doi.org/10.3390/cryst14100871.

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A combination of 1D and 2D NMR techniques, including HMQC, HSQC, 1H-1H COSY and HMBC, was used to provide completely assigned 1H and 13C NMR data for the structures of three 3-[substituted methylidene]-1H,3H-naphtho[1,8-cd]-pyran-1-ones—3-[(4-methoxyphenyl)methylidene]-1H,3H-naphtho[1,8-cd]-pyran-1-one, 3-[(4-fluorophenyl)methylidene]-1H,3H-naphtho-[1,8-cd]-pyran-1-one and 3-[(thiophen-3-yl)methylidene]-1H,3H-naphtho[1,8-cd]-pyran-1-one. The heteronuclear coupling constants 1–4JCF and 3–4JHF were correspondingly determined. Additionally, IR and Raman spectral data were provided in support of t

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14

Reddy, Kamreddy Rajendar, Kaleru Mogilaiah, and Bathula Sreenivasulu. "Synthesis of 6-aryl-6H-naphtho[2’,1’:5,6]pyrano[4,3-b]-[1,8]naphthyridines." Collection of Czechoslovak Chemical Communications 53, no. 3 (1988): 643–45. http://dx.doi.org/10.1135/cccc19880643.

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A series of new 6-aryl-6H-naphtho[2’,1’:5,6]pyrano[4,3-b][1,8]naphthyridines III have been synthesized by condensing 2-aminonicotinaldehyde (I) with a number of 1-hydroxy-2-naphthyl styryl ketones II in the presence of glacial acetic acid containing a catalytic amount of conc. sulphuric acid. The products have been characterized on the basis of elemental analyses and spectral data. Antibacterial activity of these compounds is negligible.

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15

Devi, K. Shashikala, M. Ramaiah, D. L. Roopa, and V. P. Vaidya. "Synthesis and Investigation of Antimicrobial and Antioxidant Activity of 3-Nitro-N- (3-chloro-2-oxo-substituted-phenyl-azetidin-1-yl)naphtho [2,1-b]furan-2-carboxamides." E-Journal of Chemistry 7, s1 (2010): S358—S362. http://dx.doi.org/10.1155/2010/863547.

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Ethyl-3-nitronaphtho[2,1-b]furan-2-carboxylate(2)has been synthesized from ethyl naphtha [2,1-b]furan-2-carboxylate(1). This nitro product on reaction with hydrazine hydrate formed 3-nitronaphtho [2,1-b] furan-2-carbohydrazide(3). Various Schiff bases 3-nitro-N1(aryl-methylene)-substituted-naphtho [2,1-b]furan-2-carbohydrazides4(a-g)were obtained by treating hydrazide(3)with different aldehydes. These Schiff bases on reaction with chloro acetyl chloride in presence of triethylamine in dioxane yielded 3-nitro-N-(3-chloro-2-oxo-substituted-phenyl-azetidine-1-yl) naphtha [2,1-b]furan-2-carboxamid

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16

Gornostaev, Leonid M., Elvira V. Nuretdinova, Olga I. Fominykh, Yulia G. Romashkova, and Oleg Kh Poleshuk. "1-Hydroxy-2-aryl(alkyl)-1H-naphto[2,3-d]imidasole-4,9-diones, their alkylation and tautomerism." Butlerov Communications 64, no. 11 (2020): 1–8. http://dx.doi.org/10.37952/roi-jbc-01/20-64-11-1.

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Nitrogen-containing polycyclic quinoid compounds are of interest because some of them have various types of biological activity including antitumor activity. Particular attention is drawn to quinoid N-oxides, which are potential oxidizers and sources of nitric oxide. It is known that 1-R-4,9-dioxo-1Н-naphtho[2,3-d]imidazole-4,9-diones and their oximation products, 1-R-4,9-dioxo-1Н-naphtho[2,3-d][1,2,3]triazol-2-oxid-4-оximes, exhibit antitumor activity comparable with that of doxorubicin. In this regard, it is of interest to study other naphthoquinone derivatives that contain the N-oxide fragm

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17

Derrick, Ian A. R., Muhammad Iqbal, Robert Livingstone, and Bruce J. McGreevy. "Preparation of some Dihalogenodihydronaphthopyrans and Derivatives." Journal of Chemical Research 23, no. 9 (1999): 530–31. http://dx.doi.org/10.1177/174751989902300906.

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The preparations of 3,4-dihalogeno-3,4-dihydro-2 H-naphtho[1,2- b]pyrans and 1,2-dihalogeno-2,3-dihydro-1 H-naphtho[2,1- b]pyrans and their conversion into some related naphthopyran derivatives are described.

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18

Zhang, Yuan, Weiping Lai, Lianpeng Zhang, Xiaoxing Gao, Guanyinsheng Qiu, and Hongwei Zhou. "The copper-catalyzed synthesis of (Z)-2H-naphtho[1,8-bc]thiophenes with solid emission." Organic & Biomolecular Chemistry 19, no. 8 (2021): 1827–34. http://dx.doi.org/10.1039/d0ob02233k.

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The copper-catalyzed one pot synthesis of polysubstituted (Z)-2H-naphtho[1,8-bc]thiophenes is reported using potassium ethylxanthate as the sulfur source. The synthesized polysubstituted (Z)-2H-naphtho[1,8-bc]thiophenes exhibited solid emission.

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19

Stasevych, Maryna, Svitlana Sabat, Rostyslav Musyanovych, and Volodymyr Novikov. "Synthesis of condensed S-, N- containing heterocyclic systems on the base of 2-amino-4,9-dioxo-4,9-dihydronaphto[2,3-b]thiophene-3-ethylcarboxilate." Chemistry & Chemical Technology 2, no. 3 (2008): 157–62. http://dx.doi.org/10.23939/chcht02.03.157.

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Synthesis of a new 2-aryl-4Н-naphtho[2’,3’,4,5]thieno[2,3-d][1,3]oxazine-4,5,10-triones, 2-arylnaphtho[2’,3’,4,5]thieno[2,3-d][1,3]pyrimidine-4,5,10(3Н)-triones, 3-phenyl naphtho[2’,3’,4,5]thieno[2,3-d][1,3]pyrimidine-2,4,5,10(1Н, 3Н)-tetraone and 2-thioxo-2,3-dyhydronaphth[2’,3’,4,5]thieno[2,3-d]pyrimidine-4,5,10(1Н)-trione was carried out. The mechanism of 2-aryl-4Н-naphtho[2’,3’,4,5]thieno[2,3-d][1,3]oxazine-4,5,10-triones formation was suggested.

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20

Shi, Linqi, Zipei Sun, Jiajie Tian, Yaodong Huang, and Jiben Meng. "Study of naphthopyran derivatives: structure and photochromic properties in solution and in polymer film." Acta Crystallographica Section C Structural Chemistry 77, no. 7 (2021): 365–73. http://dx.doi.org/10.1107/s2053229621005969.

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Four naphthopyran derivatives, namely, 3,3-bis(naphthalen-1-yl)-3H-naphtho[2,1-b]pyran, C33H22O, NP1, 3,3-bis([1,1′-biphenyl]-4-yl)-3H-naphtho[2,1-b]pyran, C37H26O, NP2, 3,3-bis(4-phenoxyphenyl)-3H-naphtho[2,1-b]pyran, C37H26O2, NP3, and 3,3-bis(4-methoxy-2-methylphenyl)-3H-naphtho[2,1-b]pyran, C29H26O3, NP4, were synthesized and their photochromic properties investigated. NP1–NP4 exhibited good photochromism in different solutions and in poly(methyl methacrylate) (PMMA) film under UV light irradiation. Solvatochromism and the electronic and steric effects of the substituent group on photochro

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21

Kasagani, Veera Prasad, Siva Hariprasad Kurma, and China Raju Bhimapaka. "A facile construction of oxygen heterocycles by the reaction of benzoxepine-4-carboxylates with dihaloalkanes and activated alkynes." Organic & Biomolecular Chemistry 17, no. 27 (2019): 6645–53. http://dx.doi.org/10.1039/c9ob00769e.

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The manuscript describes the preparation of naphtho[1,3]-dioxoles, [1,4]-dioxines, [1,4]-dioxepines, [1,4]-dioxocines and diethyl 2-(2-ethoxy-2-oxoethyl)naphtho[1,3]dioxoles by the reaction of benzoxepine-4-carboxylates with dihaloalkanes and activated alkynes.

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22

Sakuma, Y., JI Tanaka, and T. Higa. "New Naphthopyrone Pigments From the Crinoid Comanthus parvicirrus." Australian Journal of Chemistry 40, no. 9 (1987): 1613. http://dx.doi.org/10.1071/ch9871613.

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Two new naphthopyrones, 5,10-dihydroxy-8-methoxy-2-propyl-4H-naphtho[1,2-blpyran-4-one(4) and 5,8-dihydroxy-6,10-dimethoxy-2-propyl-4H-naphtho[2,3-blpyran-4-one (5), have been isolated from the crinoid Comanthus parvicirrus.

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23

Elagamey, Abdel Ghani A., Fathy M. A. El-Taweel, Salah Z. A. Sowellim, Mamdouh A. Sofan, and Mohamed H. Elnagdi. "Nitriles in heterocyclic synthesis: A novel route for the synthesis of naphthodipyrans, pyridines. 2H- and 4H-Pyrans." Collection of Czechoslovak Chemical Communications 55, no. 2 (1990): 524–34. http://dx.doi.org/10.1135/cccc19900524.

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Naphtho[2,1-b:5,6-b']dipyrans and naphtho[1,2-b:6,5-b']dipyrans were synthesized by the reaction of cinnamonitriles with 2,3-, 1,5-, 1,6-naphthalenediols, respectively. Polysubstituted pyridines, 2H-pyrans and 4H-pyrans were also synthesized from cinnamonitriles, 2-hydroxyacetophenone and 3-acetyl-4-hydroxy-1-methylcarbostyril, respectively.

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Derrick, Ian A. R., Robert Livingstone, and Bruce J. McGreevy. "Solvolysis of 3,4-Dihalogeno-3,4-dihydro-2H-naphtho[1,2-b]pyrans and 1,2-Dihalogeno-2,3-dihydro-1H-naphtho[2,1 -b]pyrans." Journal of Chemical Research 23, no. 11 (1999): 640–41. http://dx.doi.org/10.1177/174751989902301102.

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Rates and activation parameters are obtained for the hydrolysis of trans-3 ax,4 ax-dihalogeno-3,4-dihydro-2 H-naphtho[1;2- b]pyrans and trans-1 ax,2 ax-dihalogeno-2,3-dihydro-1 H-naphtho[2,1-,6]pyrans1 and the methanolysis of the latter compounds in acetone–water and acetone–methanol, respectively.

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25

Yu, Xiuling, Peter Metz, and Horst Hartmann. "A simple route to 2-aryl-substituted naphtho[2,1-e][1,2,4]triazinium and naphtho[2,1-e][1,2,3,4]tetrazinium salts from 1-arylazo-substituted 2-naphthylamines." Zeitschrift für Naturforschung B 73, no. 7 (2018): 431–35. http://dx.doi.org/10.1515/znb-2018-0003.

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Abstract 1-Arylazo-substituted 2-naphthylamines, which are easily obtainable by the coupling of arene diazonium salts with 2-aminonaphthalene-sulfonic acid, can be transformed by reaction with reactive carboxylic acid derivatives or nitrosation reagents into novel 2-aryl-substituted naphtho[2,1-e][1,2,4]triazinium and naphtho[2,1-e][1,2,3,4]tetrazinium salts, respectively.

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26

Mlakić, Milena, Ida Selec, Irena Ćaleta, et al. "New Thienobenzo/Naphtho-Triazoles as Butyrylcholinesterase Inhibitors: Design, Synthesis and Computational Study." International Journal of Molecular Sciences 24, no. 6 (2023): 5879. http://dx.doi.org/10.3390/ijms24065879.

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This study aims to test the inhibition potency of new thienobenzo/naphtho-triazoles toward cholinesterases, evaluate their inhibition selectivity, and interpret the obtained results by molecular modeling. The synthesis of 19 new thienobenzo/naphtho-triazoles by two different approaches resulted in a large group of molecules with different functionalities in the structure. As predicted, most prepared molecules show better inhibition of the enzyme butyrylcholinesterase (BChE), considering that the new molecules were designed according to the previous results. Interestingly, the binding affinity

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27

Tucker, Sheryl A., and William E. Acree. "Excitation versus Emission Spectra as a Means to Examine Selective Fluorescence Quenching Agents." Applied Spectroscopy 46, no. 9 (1992): 1388–92. http://dx.doi.org/10.1366/0003702924123755.

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To ascertain whether fluorescence quenching is best studied with the use of excitation or emission spectra, and to expand our existing PAH spectral data file, we have recorded excitation spectra of benzo[b]perylene, dibenzo[hi,wx]heptacene, tetrabenzo[de,hi,mn,qr]naphthacene, perylene, benzo[a]fluoranthene, benzo[def]indeno[1,2,3hi]chrysene, naphtho[2,1a]fluoranthene, naphtho[2,3b]fluoranthene, benzo[k]fluoranthene, 2-azapyrene, naphtho[8,1,2hij]pyreno[9,10,1def]phthalazine, indeno[1,-2,3ij]isoquinoline, benzo(lmn][3,8]phenanthroline, and 7-methyldibenzo(b,def]chrysene at various nitromethane

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28

Tan, Hongbo, Zehui Qi, Yuanhui Yu, et al. "An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction." Molecules 28, no. 12 (2023): 4751. http://dx.doi.org/10.3390/molecules28124751.

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Naphtho[2,3-b]furan-4,9-dione is an important privileged structural motif which is present in natural products, drugs, and drug candidates. Herein, visible-light-mediated [3+2] cycloaddition reaction for the synthesis of naphtho[2,3-b]furan-4,9-diones and dihydronaphtho[2,3-b]furan-4,9-diones has been developed. Under environmentally friendly conditions, a variety of title compounds were delivered in good yields. This new protocol shows excellent regioselectivity and remarkable functional group tolerance. This approach provides a powerful, green, efficient, and facile means to expand the struc

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29

K., RAJENDAR REDDY, MOGILAIAH K., and SREENIVASULU B. "Condensed 1,8-Naphthyridines. Part-VI. Synthesis of 8-Aryl-8H-naphtho [1',2' : 5,6]pyrano[4,3-b][1,8]naphthyridines." Journal of Indian Chemical Society Vol. 63, Nov 1986 (1986): 984–85. https://doi.org/10.5281/zenodo.6296706.

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Department of Chemistry, Kakatiya University, Warangal-506 009 <em>Manuscript received 3 December 1985, accepted 5 September 1986</em> The condensation of 2-aminonicotinaldehyde (1) with substituted-2-hydrory-1- naphthyl styryl ketones (2) in the presence of glacial acetic acid containing a catalytic amount of concentrated sulphuric acid affords the corresponding 8-aryl-8<em>H</em>-naphthot[1'2' : 5,6]pyrano[4,3-<em>b]</em>[1,8]naphthyridines (3). Structures of the products have been established on the basis of elemental analyses, and ir, pmr and mass spectral data. The compounds

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30

Ishida, Shintaro, Shohei Sugawara, Shunya Honda, and Takeaki Iwamoto. "Naphtho- and anthra-disilacyclobutadienes." Chemical Communications 56, no. 95 (2020): 15072–75. http://dx.doi.org/10.1039/d0cc06603f.

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31

Parvez, M., R. Nicholson, D. Simion, and T. S. Sorensen. "Naphtho[2,3-b]cholestane." Acta Crystallographica Section C Crystal Structure Communications 52, no. 8 (1996): 2113–15. http://dx.doi.org/10.1107/s0108270196003599.

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32

Grabowski, Eric Y., Deyaa I. AbuSalim, and Timothy D. Lash. "Naphtho[2,3-b]carbaporphyrins." Journal of Organic Chemistry 83, no. 19 (2018): 11825–38. http://dx.doi.org/10.1021/acs.joc.8b01748.

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33

Skrzypek, Alicja, Monika Karpińska, Małgorzata Juszczak, et al. "Cholinesterases Inhibition, Anticancer and Antioxidant Activity of Novel Benzoxazole and Naphthoxazole Analogs." Molecules 27, no. 23 (2022): 8511. http://dx.doi.org/10.3390/molecules27238511.

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Benzoxazole and naphthoxazole fused systems are found in many biologically active molecules. Novel benzoxazole and naphthoxazole analogs functionalized by the 2,4-dihydroxyphenyl moiety were designed, obtained and evaluated as a broad spectrum of biological potency compounds. Sulfinylbis[(2,4-dihydroxyphenyl)methanethione] or its analogs and 2-aminophenols or 1-amino-2-naphthol were used as starting reagents. 4-(Naphtho[1,2-d][1,3]oxazol-2-yl)benzene-1,3-diol was identified as the most promising compound of the nanomolar activity against AChE (IC50 = 58 nM) of the mixed-type inhibition and of

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34

El-Sharief, A. M. Sh, Y. A. Ammar, M. A. Zahran, and A. H. Ali. "Oxidation of 3-Aminoquinazolinones with Lead Tetraacetate. A Novel Synthesis of Naphtho-Fused Azirino-Pyrazolo- and 1,4,5-Oxadiazepino-Quinazolinones." Journal of Chemical Research 2002, no. 5 (2002): 205–8. http://dx.doi.org/10.3184/030823402103171870.

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Oxidation of 3-aminoquinazolin-4(3H)-one derivative 3c using lead tetraacetate in methylene chloride at −20°C gave aziridine 4, while reaction of 7b and 7c under similar conditions gave the oxadiazepine derivatives 7H-naphtho[2′,1′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-9(15H)-one (9) and 16H-naphtho[1′,2′:6,7][1,4,5]oxadiazepino[3,4-b]quinazolin-14(8H)-one (11), respectively.

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35

U., C. MASHELKAR, V. WALAVALKAR K., N. ARVINDAKSHAN C., and SINGH ANIL. "Synthesis of Benzofuro[2,3-c]pyridinones, Naphtho[2',3': 5,4]- furo[2,3-c]pyridin-l-ones and Naphtho[ 1',2' : 5,4]furo[2,3-c]pyridin-l-ones. Part-I." Journal of Indian Chemical Society Vol. 69, Jul 1992 (1992): 404–5. https://doi.org/10.5281/zenodo.6085551.

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Organic Research Laboratory, Patkar College, Goregaon (West), Bombay-400 062 <em>Manuscript received 30 December 1991, revised 21 April 1992, accepted 15 May 1992</em> Synthesis of Benzofuro[2,3-<em>c</em>]pyridinones, Naphtho[2',3': 5,4]- furo[2,3-<em>c</em>]pyridin-l-ones and Naphtho[ 1',2' : 5,4]furo[2,3-<em>c</em>]pyridin-l-ones. Part-I.

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36

Tucker, Sheryl A., William E. Acree, Bongsup P. Cho, Ronald G. Harvey, and John C. Fetzer. "Spectroscopic Properties of Polycyclic Aromatic Hydrocarbons: Effect of Solvent Polarity on the Fluorescence Emission Behavior of Select Fluoranthene, Fluorenochrysene, Indenochrysene, and Indenopyrene Derivatives." Applied Spectroscopy 45, no. 10 (1991): 1699–705. http://dx.doi.org/10.1366/0003702914335139.

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Fluorescence emission behavior is reported for benz[def]indeno-[1,2,3hi]chrysene, fluoreno[2,3,4,9defg]chrysene, benz[def]indeno-[l,2,3qr]chrysene, dibenzo[a,e]fluoranthene, indeno[1,2,3cd]pyrene, naphtho[1,2b]fluoranthene, benzo[b]fluoranthene, fluoranthene, benzo-[ghi]fluoranthene, naphtho[2,1a]fluoranthene, naphtho[2,3b]fiuoranthene, benzo[k]fluoranthene, and benzo[j]fluoranthene dissolved in organic nonelectrolyte solvents of varying polarity. Results of these measurements are used to classify the various solutes as either probe or nonprobe molecules, depending upon whether measured emissi

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37

Gerontitis, Ioannis E., Abdul kadar Shaikh, Dimitrios Alivertis, et al. "1-(Pyrrolidin-1-yl)naphtho[1,2-d]isoxazole." Molbank 2025, no. 2 (2025): M1999. https://doi.org/10.3390/m1999.

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In this study, we examined the oxidation of (E)-2-hydroxy-1-naphthaldehyde oxime with lead tetraacetate in tetrahydrofuran that produced novel (E)-7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazin-12-one oxime and 1-(pyrrolidin-1-yl)naphtho[1,2-d]isoxazole and known 7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo-[2,1-b][1,3]oxazin-12-one in 15, 18, and 10% yields, respectively. The oxime is partially hydrolyzed to its corresponding ketone. Modifying the oxidants and reaction conditions did not improve the product yields. Based on previous studies in our laboratory, we proposed t

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38

Zheng, Yao-Yao, Zhao-Yang Liang, Nan-Xing Shen та ін. "New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities". Marine Drugs 17, № 6 (2019): 322. http://dx.doi.org/10.3390/md17060322.

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Three novel monomeric naphtho-γ-pyrones, peninaphones A–C (compounds 1–3), along with two known bis-naphtho-γ-pyrones (compounds 4 and 5) were isolated from mangrove rhizosphere soil-derived fungus Penicillium sp. HK1-22. The absolute configurations of compounds 1 and 2 were determined by electronic circular dichroism (ECD) spectra, and the structure of compound 3 was confirmed by single-crystal X-ray diffraction analysis. Compounds 4 and 5 are a pair of hindered rotation isomers. A hypothetical biosynthetic pathway for the isolated monomeric and dimeric naphtho-γ-pyrones is also discussed in

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39

Luo, Jia, Heiko Ihmels, Hans-Jörg Deiseroth та Marc Schlosser. "Controlling the regioselectivity of the di-π-methane rearrangements of 1,2-naphtho-annelated barrelene derivatives — Solution versus solid-state photochemistry". Canadian Journal of Chemistry 87, № 5 (2009): 619–26. http://dx.doi.org/10.1139/v09-035.

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The synthesis of 1,2-naphtho-annelated barrelene derivatives, namely dimethyl-7,12-dihydro-7,12-ethenobenzo[a]anthracene-13,14-dicarboxylate (4a) and dimethyl-7,14-dihydro-7,14-ethenodibenzo[a,j]-anthracene-15,16-dicarboxylate (4b), and the investigation of their photoreactivity in solution and in the solid state is reported. The irradiation of 4a and 4b resulted in regioselective di-π-methane rearrangements to give semibullvalene products; however, the product distribution is inverted upon changing the reaction medium from solution to the solid state. In solution, an α-naphtho–vinyl bridging

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40

H., Abdellatif, and Abd El Rady E. "Facile route for the synthesis and characterization of new naphtho[2,3-f]quinoxaline-dione, trione and anthra-dione derivatives." Chemistry International 6, no. 3 (2020): 122–30. https://doi.org/10.5281/zenodo.3552253.

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In the present study, addition of nitroso group at position 1 of 2-aminoanthraquinone (1) to yield 2-amino-1-nitroanthraquinone (2) was carried out by the reaction of compound (1) with sodium nitrite in water. Compound (2) was used as starting material to produce many new naphtho[2,3-<em>f</em>] quinoxaline-dione, trione, naphtho-pyrazole quinoxaline-dione, anthra-triazine-dione, naphtho-thiazole quinoxaline-dione and anthrabenzo-triazepine-dione derivatives by elimination of one molecule of water as an initial reaction step. The reacting moieties were nitroso and amino function groups to yiel

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41

Saitz, Claudio, Hernán Rodríguez, Amelia Márquez, Alvaro Cañete, Carolina Jullian, and Antonio Zanocco. "NEW SYNTHESIS OF NAPHTHO- AND BENZOXAZOLES: DECOMPOSITION OF NAPHTHO- AND BENZOXAZINONES WITH KOH." Synthetic Communications 31, no. 1 (2001): 135–40. http://dx.doi.org/10.1081/scc-100000190.

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42

Hanquet, Bernard, Michel Farnier, Roger Guilard, Claude Lecomte, and Yves Dusausoy. "Réarrangement de thiophénobishomotropones en naphto[1,8-bc]thiophène et benzo[2,3-b]thiophène; études spectroscopique et mécanistique." Canadian Journal of Chemistry 63, no. 8 (1985): 2089–99. http://dx.doi.org/10.1139/v85-345.

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A non classical rearrangement is observed when thiopheno[c] and [b]bishomotropones react with ethanedithiol, leading to a naphtho[1,8-bc]thiophene and (or) a benzo[b]thiophene. The structure of the products is supported by deuterium labelling, 1H nmr spectra, and X-ray analysis of 5,6-diphenyl naphtho[1,8-bc]thiophene. A mechanism is proposed which implies an electronic transfer between a "soft" nucleophile and a "hard" acid, in the key step.

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43

Clavier, Sylvain, Mostafa Khouili, Pascal Bouyssou, and Gérard Coudert. "Synthesis of naphtho[2,3-b][1,4]dioxin, 2-substituted naphtho[2,3-b][1,4]dioxins and 2,3-disubstituted naphtho[2,3-b][1,4]dioxins." Tetrahedron 58, no. 8 (2002): 1533–40. http://dx.doi.org/10.1016/s0040-4020(02)00017-0.

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44

Tucker, Sheryl A., Hardjanti Darmodjo, William E. Acree, et al. "Polycyclic Aromatic Nitrogen Heterocycles. Part IV: Effect of Solvent Polarity, Solvent Acidity, Nitromethane and 1,2,4-Trimethoxybenzene on the Fluorescence Emission Behavior of Select Monoaza- and Diazaarenes." Applied Spectroscopy 46, no. 11 (1992): 1630–35. http://dx.doi.org/10.1366/0003702924926952.

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Fluorescence emission spectra are reported for naphth[2′l′8′7′: 4,10,5]anthra[l,9,8cdef]cinnoline, benzo[lmn][3,8]phenanthroline (also called 2,7-diazapyrene), benz[4,10]anthra[l,9,8cdef]cinnoline, naphtho[8,1,2hij]pyreno[9,10,ldef]phthalazine, acenaphtho[l,2b]pyridine, benzo[a]phenazine, indeno[l,2,3ij][2,7]naphthyridine, and indeno-[l,2,3ij]isoquinoline dissolved in organic nonelectrolyte solvents of varying polarity and acidity. Results of these measurements indicate that naphth[2′,1′,8′,7′:4,10,5]anthra[l,9,8cdef]cinnoline exhibits some signs of probe character as evidenced by changing emi

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45

Hagimori, Masayori, Fumiko Hara, Naoko Mizuyama, et al. "Synthesis and Photophysical Characterization of Fluorescent Naphtho[2,3-d]thiazole-4,9-Diones and Their Antimicrobial Activity against Staphylococcus Strains." Molecules 29, no. 12 (2024): 2777. http://dx.doi.org/10.3390/molecules29122777.

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The chemical reaction of 2-(methylsulfinyl)naphtho[2,3-d]thiazole-4,9-dione (3) using different amines, including benzylamine (4a), morpholine (4b), thiomorpholine (4c), piperidine (4d), and 4-methylpiperazine (4e), produced corresponding new tricyclic naphtho[2,3-d]thiazole–4,9–dione compounds (5a–e) in moderate-to-good yields. The photophysical properties and antimicrobial activities of these compounds (5a–e) were then characterized. Owing to the extended π-conjugated system of naphtho[2,3-d]thiazole–4,9–dione skeleton and substituent effect, 5a–e showed fluorescence both in solution and in

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46

Zukerman-Schpector, Julio, Karinne E. Prado, Luccas L. Name, Rodrigo Cella, Mukesh M. Jotani, and Edward R. T. Tiekink. "2-[(4-Chlorophenyl)selanyl]-3,4-dihydro-2H-benzo[h]chromene-5,6-dione: crystal structure and Hirshfeld analysis." Acta Crystallographica Section E Crystallographic Communications 73, no. 6 (2017): 918–24. http://dx.doi.org/10.1107/s2056989017007605.

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The title organoselenium compound, C19H13ClO3Se {systematic name: 2-[(4-chlorophenyl)selanyl]-2H,3H,4H,5H,6H-naphtho[1,2-b]pyran-5,6-dione}, has the substituted 2-pyranyl ring in a half-chair conformation with the methylene-C atom bound to the methine-C atom being the flap atom. The dihedral angle between the two aromatic regions of the molecule is 9.96 (9)° and indicates a step-like conformation. An intramolecular Se...O interaction of 2.8122 (13) Å is noted. In the crystal, π–π contacts between naphthyl rings [inter-centroid distance = 3.7213 (12) Å] and between naphthyl and chlorobenzene ri

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47

Mlakić, Milena, Ema Đurčević, Ilijana Odak, et al. "Thieno-Thiazolostilbenes, Thienobenzo-Thiazoles, and Naphtho-Oxazoles: Computational Study and Cholinesterase Inhibitory Activity." Molecules 28, no. 9 (2023): 3781. http://dx.doi.org/10.3390/molecules28093781.

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Naphtho-triazoles and thienobenzo-triazoles have so far proven to be very potent inhibitors of the enzyme butyrylcholinesterase (BChE). Based on these results, in this work, new thienobenzo-thiazoles were designed and synthesized, and their potential inhibitory activity was tested and compared with their analogs, naphtho-oxazoles. The synthesis was carried out by photochemical cyclization of thieno-thiazolostilbenes obtained in the first reaction step. Several thienobenzo-thiazoles and naphtho-oxazoles have shown significant potential as BChE inhibitors, together with the phenolic thiazolostil

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48

Hallman, Johnny L., and Richard A. Bartsch. "Synthesis of naphtho[f]ninhydrin." Journal of Organic Chemistry 56, no. 21 (1991): 6243–45. http://dx.doi.org/10.1021/jo00021a055.

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49

Blocher, Achim, and Klaus-Peter Zeller. "Naphtho[2,3-d][1,2,3]oxadiazol." Angewandte Chemie 103, no. 11 (1991): 1489–90. http://dx.doi.org/10.1002/ange.19911031110.

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50

Blocher, Achim, and Klaus-Peter Zeller. "Naphtho[2,3-d][1,2,3]oxadiazole." Angewandte Chemie International Edition in English 30, no. 11 (1991): 1476–77. http://dx.doi.org/10.1002/anie.199114761.

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