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Journal articles on the topic 'Vilsmeier-Haack formylation'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Singh, Karan, Suman Ralhan, Pawan K. Sharma, and Som N. Dhawan. "Vilsmeier–Haack Reaction on Hydrazones: A Convenient Synthesis of 4-formylpyrazoles." Journal of Chemical Research 2005, no. 5 (2005): 316–18. http://dx.doi.org/10.3184/0308234054323959.

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2

Badalyan, K. S., A. E. Akopyan, H. S. Attaryan, and G. V. Asratyan. "Vilsmeier-Haack formylation of 1H-pyrazoles." Russian Journal of General Chemistry 84, no. 4 (2014): 793–95. http://dx.doi.org/10.1134/s1070363214040331.

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3

Smetanin, N. V., S. A. Varenichenko, A. V. Kharchenko, O. K. Farat, and V. I. Markov. "Synthesis of new substituted pyridines via Vilsmeier-Haack reagent." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 1 (March 2023): 34–39. http://dx.doi.org/10.32434/0321-4095-2023-146-1-34-39.

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New substituted pyridines were synthesized by the reaction of spiroimidazolidinones with the Vilsmeier-Haack reagent (PBr3/DMF) with satisfactory yields. The reaction proceeds as an electrophilic trigger process according to the push-pull mechanism due to the anomeric effect of two nitrogen atoms with an increase in the primary heterocycle. An explanation is proposed for the different chemical behavior of 5',6',7',8'-tetrahydro-1'H-spiro[cyclohexane-1,2'-quinazolin]-4'(3'H)-one and spiroimidazolidinones under Vilsmeier-Haack reaction conditions. The likely reason is the hybridization of the am

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4

Temizsoy, Mehmet, Waqas Sethi, Anders Reinholdt, Magnus Schau-Magnussen, Jesper Bendix, and Anders Hammershøi. "Stereoretentive formylation of (S)-proline: new application of the self-regeneration of stereo-centres (SRS) principle via chelation to cobalt(iii)." Dalton Transactions 44, no. 42 (2015): 18438–46. http://dx.doi.org/10.1039/c5dt02674a.

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Vilsmeier–Haack-type formylation of ligated (S)-prolinate was achieved stereoselectively at the substitution-inert cobalt(iii) centre. While coordinated, the stereogenic N centre of the (S)-prolinate ligand maintains chirality during reaction.

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5

Einrem, Rune F., Einar Torfi Jonsson, Simon J. Teat, Nicholas S. Settineri, Abraham B. Alemayehu, and Abhik Ghosh. "Regioselective formylation of rhenium-oxo and gold corroles: substituent effects on optical spectra and redox potentials." RSC Advances 11, no. 54 (2021): 34086–94. http://dx.doi.org/10.1039/d1ra05525a.

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Vilsmeier–Haack formylation of ReO and Au meso-triarylcorroles over 16–18 hours affords moderate to good yields (47–65%) of the ReO-3-formyl and Au-3,17-diformyl derivatives in a highly regioselective manner.

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6

Farat, O. K., E. V. Zaliznaya, S. A. Varenichenko, and V. I. Markov. "Rearrangement of substituted pyrimidin-4-ones under the Vilsmeier-Haack reaction." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 1 (January 2021): 101–9. http://dx.doi.org/10.32434/0321-4095-2021-134-1-101-109.

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The article describes the result of our study on rearrangements of four heterocyclic systems with variation of oxygen and nitrogen atoms, in particular, the results of formylation of 2,2-disubstituted hydroquinazolones under the conditions of the Vilsmeier-Haack reaction. A new rearrangement of spiro derivatives of quinazolin-4(3H)-ones was discovered under the action of a formylating reagent with the formation of predicted 1-cyclohex(pent)-1-en-1-ylchinazolin-4-(1H)-ones. The absence of this rearrangement for 2,2-dimethyl-2,3-dihydroquinazolin-4(1H)-one is explained. 6',7',7'-Trimethyl-1',5',

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7

Rykunov, Daniil, Alina Sonina, and Aleksey Vorob’ev. "(Z)-1-(3,5-Dichloro-2H-pyrrol-2-ylidene)-N,N-dimethylmethanamine." Molbank 2025, no. 1 (2025): M1979. https://doi.org/10.3390/m1979.

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The Vilsmeier–Haack reaction is a convenient method for the formylation of electron-rich aromatic compounds. However, this interaction sometimes gives specific side products. We report the isolation and structural characterization of a novel compound (Z)-1-(3,5-dichloro-2-pyrrolylidene)-N,N-dimethylmethanamine obtained as a side product during the formylation of 2-chloropyrrole. The product was characterized using NMR spectroscopy and X-ray crystallography.

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8

Roopa, Redamala*. "UNDER SOLVENT-FREE CONDITIONS, ACETYLATION and VILSMEIER-HAACK FORMYLATION REACTIONS WITH ACETANILIDES and ANILINES." Journal of Pharma Research 11, no. 06 (2022): 72–84. https://doi.org/10.5281/zenodo.7813300.

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Abstract:  <strong>The Vilsmeier-Haack reaction with anilines and acetanilides was carried out without the use of a solvent. At room temperature, the reactants are put in a mortar and ground with a pestle for 20 to 30 minutes. Formyl derivatives were generated in surprisingly good yields when dimethyl formamide (DMF) and POCl3 were used as the VH reagent. Nevertheless, acetyl derivatives were generated when DMF was substituted for DMA in the formulation of the VH reagent. The results of solvent free reactions are better to those of solution phase reactions, with high yields and much short

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9

Kumaresh, Ghosh, and Adhikari Suman. "Microwave-assisted Vilsmeier-Haack formylation of aromatic substrates." Journal of Indian Chemical Society Vol. 85, Sep 2008 (2008): 959–61. https://doi.org/10.5281/zenodo.5820410.

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Department of Chemistry, University of Kalyani, Kalyani-741 235, Nadia, West Bengal, India E-mail: ghosh_k2003@yahoo.co.in; Fax: 91-33-25828282 <em>Manuscript received 4 March 2008, accepted 17 June 2008</em> A microwave-assisted Vilsmeier-Haack formylation reaction has been studied on various amines, phenols and polynuclear hydrocarbons under solvent free condition that rapidly affords higher yield of products compared to traditional thermal condition.

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10

Lai, Gaifa, Xiu Bu, Javier Santos, and Eric Mintz. "Reinvestigation of the Vilsmeier-Haack Formylation of Triphenylamine." Synlett 1997, no. 11 (1997): 1275–76. http://dx.doi.org/10.1055/s-1997-1024.

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11

Ali, Mir Moazzam, Sariah Sana, Tasneem, K. C. Rajanna, and P. K. Saiprakash. "ULTRASONICALLY ACCELERATED VILSMEIER HAACK CYCLISATION AND FORMYLATION REACTIONS." Synthetic Communications 32, no. 9 (2002): 1351–56. http://dx.doi.org/10.1081/scc-120003631.

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12

Mane, Ramchandra Bhimrao, and Abhijit Jaysingrao Kadam. "A New Synthesis of Occidol." Collection of Czechoslovak Chemical Communications 64, no. 3 (1999): 533–38. http://dx.doi.org/10.1135/cccc19990533.

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Sodium borohydride reduction of 5,8-dimethyl-3,4-dihydronaphthalen-1-(2H)-one (4) yielded 5,8-dimethyl-1,2,3,4-tetrahydro-1-naphthol (5). The tetralol 5 on Vilsmeier-Haack reaction with N,N-dimethylacetamide yielded 1-(5,8-dimethyl-3,4-dihydro-2-naphthyl)ethan-1-one (7) which on hydrogenation over Pd/C afforded 1-(5,8-dimethyl-1,2,3,4-tetrahydro-2-naphthyl)ethan-1-one (8). The tetralol 5 on Vilsmeier-Haack formylation gave 5,8-dimethyl-3,4-dihydro-2-naphthaldehyde (9) which on reduction with lithium aluminium hydride followed by oxidation with the Jones reagent furnished 5,8-dimethyl-1,2,3,4-t

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13

Tapan, K. Mahato, Pan Dipanjan, Kanti Mal Sajal, and K. Ray Jayanta. "Chlorine directed formylation of chloroindanones under Vilsmeier-Haack reaction condition." Journal of Indian Chemical Society Vol. 80, Nov 2003 (2003): 969–70. https://doi.org/10.5281/zenodo.5839588.

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Department of Chemistry, Indian Institute of Technology, Kharagpur-721 302, India <em>E-mail : </em>jkray@chem.iitkgp.ernet.in                                 <em>Fax : </em>91-3222-282252 <em>Manuscript received 14 August 2003</em> Highly selective bisformylation of 4-chloroindanone derivatives on treatment with POCI<sub>3</sub> + DMF have been discovered.

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14

Khodjaniyazov, Khamid U., Utkir S. Makhmudov, Kambarali K. Turgunov, and Burkhon Z. Elmuradov. "Unusual formation of (E)-11-(aminomethylene)-8,9,10,11-tetrahydropyrido[2′,3′:4,5]pyrimido[1,2-a]azepin-5(7H)-one and its crystal structure." Acta Crystallographica Section E Crystallographic Communications 73, no. 10 (2017): 1497–500. http://dx.doi.org/10.1107/s2056989017013093.

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Selective C-formylation of 8,9,10,11-tetrahydropyrido[2′,3′:4,5]pyrimido[1,2-a]-azepin-5(7H)-one has been studied for the first time. It was revealed that formylation proceeds by the formation of an intermediate salt, which due to the re-amination process on treatment with aqueous ammonia transformed into the corresponding (E)-11-(aminomethylene)-8,9,10,11-tetrahydropyrido[2′,3′:4,5]-pyrimido[1,2-a]azepin-5(7H)-one, C13H14N4O, as anE-isomer. Formylation was carried out by Vilsmeier–Haack reagent and the structure of the synthesized compound was confirmed by X-ray structural analysis, spectrosc

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15

Poupart, Julien, Yousra Hamdane, and William D. Lubell. "Synthesis of enantiomerically enriched 4,5-disubstituted N-aminoimidazol-2-one (Nai) peptide turn mimics." Canadian Journal of Chemistry 98, no. 6 (2020): 278–84. http://dx.doi.org/10.1139/cjc-2019-0479.

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N-Aminoimidazolone (Nai) peptide mimics were synthesized with minimal epimerization by base-promoted 5-endo-dig cyclization of aza-propargylglycine dipeptide acids and hydrazides followed by olefin migration. 5-Position functionalization using Mannich amino methylation and Vilsmeier–Haack formylation has given access to a set of restrained side chain analogs of Asp, Dab, and Hse residues for mimicry of turn form and function.

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16

Vogt, Eva-Janina, Viktor A. Zapolskii, Eva Nutz, and Dieter E. Kaufmann. "Chemistry of Polyhalogenated Nitrobutadienes, Part 11: ipso-Formylation of 2-Chlorothiophenes under Vilsmeier-Haack Conditions." Zeitschrift für Naturforschung B 67, no. 4 (2012): 285–94. http://dx.doi.org/10.1515/znb-2012-0402.

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The regioselective ipso-formylation of electron-rich, 3,4-push-pull-substituted 2-chlorothiophenes under Vilsmeier-Haack conditions was performed in good yields. The synthetic scope of this new reaction was explored using various halothiophenes, chloroanilines, and 1-methyl-3-chloroindole. In comparison with their structural C-H analogs the chlorinated thiophenes, anilines, and the indole proved to be less reactive toward electrophilic attack by chloromethyleniminium salts.

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17

Pokhodenko, Vitaly D., Vyacheslav G. Koshechko, and Andrei N. Inozemtsev. "Cation radicals as intermediates in the Vilsmeier–Haack formylation." J. Chem. Soc., Chem. Commun., no. 2 (1985): 72–73. http://dx.doi.org/10.1039/c39850000072.

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18

Federič, Jozef, and Štefan Toma. "Michael additions to metallocene analogues of chalcones." Collection of Czechoslovak Chemical Communications 52, no. 1 (1987): 174–81. http://dx.doi.org/10.1135/cccc19870174.

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Eleven analogues of chalcones were synthesized; the variously substituted ferrocenyl, ruthenocenyl or η5-cyclopentadienyltricarbonylmanganese are attached to the β-carbon of the chalcone double bond. Methyl malonate was added to eight selected chalcones. The effect of an aryl group on the chemical shift difference of diastereotopic -COOCH3 groups is discussed. The Vilsmeier-Haack formylation was employed to prepare 1'-chloro and 1'-bromoferrocenecarbaldehydes. The synthesis of 2-chloroferrocenecarbaldehyde from 2-chloroferrocenylmethyldimethylamine is also described.

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19

Aneesa, F., K. C. Rajanna, Y. Arun Kumar, and M. Arifuddin. "Transition Metal Ions as Efficient Catalysts for Facile Ortho-Formylation of Phenols under Vilsmeier–Haack Conditions." Organic Chemistry International 2012 (November 19, 2012): 1–7. http://dx.doi.org/10.1155/2012/289023.

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Aromatic compounds (phenols), when treated with Vilsmeier Haack (V-H) reagent in the presence of transition metal ions such as Cu(II), Ni(II), Co(II), Cd(II), and Zn(II) under reflux conditions, afforded corresponding ortho-formyl derivatives in good yields. Under normal conditions the metal-ion-free V-H reactions are too sluggish and resulted in poor yields. This protocol provides highly regioselective formylation under a mild and efficient condition with simple workup.

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20

Kaur, Aneet Kamal, Renu Bala, Poonam Kumari, Sumit Sood, and Karan Singh. "Microwave Assisted Vilsmeier-Haack Reaction on Substituted Cyclohexanone Hydrazones: Synthesis of Novel 4,5,6,7-Tetrahydroindazole Derivatives." Letters in Organic Chemistry 16, no. 3 (2019): 170–75. http://dx.doi.org/10.2174/1570178615666180917101637.

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Vilsmeier-Haack reaction is one of the most important chemical reactions used for formylation of electron-rich arens. Even though Vilsmeier-Haack reaction was studied on a wide variety of hydrazones of enolizable ketones, literature lacks the examples of the use of 4-substituted cyclohexanones as a substrate. The cyclization potential of hydrazones of cyclic keto compounds is still interested topic of investigation. In the present study, the reaction of various hydrazines with 4-substituted cyclohexanones was proceeded and the resulted hydrazones in crude form were treated with Vilsmeier- Haac

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21

Salem, Mohammed A., Moustafa A. Gouda, and Ghada G. El-Bana. "Chemistry of 2-(Piperazin-1-yl) Quinoline-3-Carbaldehydes." Mini-Reviews in Organic Chemistry 19, no. 4 (2022): 480–95. http://dx.doi.org/10.2174/1570193x18666211001124510.

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Abstract: This review described the preparation of 2- chloroquinoline-3-carbaldehyde derivatives 18 through Vilsmeier-Haack formylation of N-arylacetamides and the use of them as a key intermediate for the preparation of 2-(piperazin-1-yl) quinoline-3-carbaldehydes. The synthesis of the 2- (piperazin-1-yl) quinolines derivatives was explained through the following chemical reactions: acylation, sulfonylation, Claisen-Schmidt condensation, 1, 3-dipolar cycloaddition, one-pot multicomponent reactions (MCRs), reductive amination, Grignard reaction and Kabachnik-Field’s reaction.

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22

LAI, G., X. R. BU, J. SANTOS, and E. A. MINTZ. "ChemInform Abstract: Reinvestigation of the Vilsmeier-Haack Formylation of Triphenylamine." ChemInform 29, no. 9 (2010): no. http://dx.doi.org/10.1002/chin.199809083.

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23

SEYBOLD, G. "ChemInform Abstract: Vilsmeier-Haack Formylation Reaction - Importance in Color Industry." ChemInform 27, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.199645288.

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24

Ali, Mir Moazzam, Sariah Sana, Tasneem Tasneem, K. C. Rajanna, and P. K. Saiprakash. "ChemInform Abstract: Ultrasonically Accelerated Vilsmeier Haack Cyclization and Formylation Reactions." ChemInform 33, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.200236047.

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25

Banwell, Martin G., Shen Tan, Zhongnan Xu, Xin-Ting Liang, Jian-Guo Song, and Lorenzo V. White. "Total Synthesis of the Prenylated Indole Alkaloid (±)-Notoamide N via an Electrochemically Mediated Vilsmeier–Haack Formylation of a Chlorinated Indole." SynOpen 09, no. 01 (2025): 1–9. https://doi.org/10.1055/s-0043-1773504.

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AbstractA total synthesis of the racemic modification of the prenylated indole alkaloid notoamide N has been realised. A crucial step involved the electrochemically mediated Vilsmeier–Haack formylation of a chlorinated 1,7-dihydropyrano[2,3-g]indole. The product aldehyde was engaged in biomimetic and tandem aldol condensation/intramolecular Diels–Alder reactions with a diketopiperazine derivative to give a diazabicyclo[2.2.2]octane-containing adduct. Epoxidation of this adduct led, via an in situ semi-pinacolic rearrangement of the initially formed oxirane, to the targeted spiro-oxindole notoa

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26

Bala, Renu, Vandana Devi, Pratibha Singh, et al. "Regioselective Synthesis of Potent 4,5,6,7-Tetrahydroindazole Derivatives via Microwave-assisted Vilsmeier-Haack Reaction and their Antioxidant Activity Evaluation." Letters in Organic Chemistry 16, no. 3 (2019): 194–201. http://dx.doi.org/10.2174/1570178615666180919120329.

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Background: Tetrahydroindazole, a member of the fused-pyrazole system, is a least studied class of heterocyclic compounds owing to its scarcity in nature. However, a large number of synthetically prepared tetrahydroindazoles are known to show a variety of biological activities such as interleukin- 2 inducible T-Cell kinase inhibitors, AMPA receptor positive allosteric modulators, antitumor, antituberculosis, anti-inflammatory and antimicrobial activities. Vilsmeier-Haack reaction is one of the most important chemical reactions used for formylation of electron rich arenes. Even though Vilsmeier

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27

Gudim, Nikita S., Ekaterina A. Knyazeva, Konstantin P. Trainov, and Oleg A. Rakitin. "2-((4-(2-Ethylhexyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)methylene)malononitrile." Molbank 2022, no. 4 (2022): M1490. http://dx.doi.org/10.3390/m1490.

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New small acceptor–donor (A–D) molecules have been recently investigated as a component of organic solar cells. In this research, 2-((4-(2-ethylhexyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-7-yl)methylene)malononitrile was prepared from 4-(2-ethylhexyl)-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indole in a two-step process via Vilsmeier–Haack formylation and Knoevenagel reaction with malononitrile. The structures of newly synthesized compounds were established by means of elemental analysis, high-resolution mass spectrometry, 1H, 13C NMR, IR and UV–Vis spectroscopy, as well as mass spectrometry.

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28

Wantulok, Jakub, Marcin Szala, Andrea Quinto, et al. "Synthesis, Electrochemical and Spectroscopic Characterization of Selected Quinolinecarbaldehydes and Their Schiff Base Derivatives." Molecules 25, no. 9 (2020): 2053. http://dx.doi.org/10.3390/molecules25092053.

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A new approach to the synthesis of selected quinolinecarbaldehydes with carbonyl groups located at C5 and/or in C7 positions is presented in this paper in conjunction with spectroscopic characterization of the products. The classical Reimer-Tiemann, Vilsmeier-Haack and Duff aldehyde synthesis methods were compared due to their importance. Computational studies were carried out to explain the preferred selectivity of the presented formylation transformations. A carbene insertion reaction based on Reimer-Tiemann methodology is presented for making 7-bromo-8-hydroxyquinoline-5-carbaldehyde. Addit

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29

Ofitserova, E. S., A. A. Shklyarenko, I. P. Yakovlev, and E. V. Fedorova. "Vilsmeier–Haack formylation of ethyl [(4,6-dihydroxypyrimidin-2-yl)sulfanyl]acetate." Russian Journal of Organic Chemistry 52, no. 9 (2016): 1374–76. http://dx.doi.org/10.1134/s1070428016090256.

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30

Rajanna, K. C., Florence Solomon, Mir Moazzam Ali, and P. K. Sai Prakash. "Vilsmeier-Haack formylation of coumarin derivatives. A solvent dependent kinetic study." International Journal of Chemical Kinetics 28, no. 12 (1996): 865–72. http://dx.doi.org/10.1002/(sici)1097-4601(1996)28:12<865::aid-kin1>3.0.co;2-l.

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31

Kong, Xiang Wen, Xiao Pu Liu, En Tao Zhou, and Jing Zhang. "An Efficient Process for the Synthesis of N,N′-Diphenylpiperazine and its Formylation." Advanced Materials Research 550-553 (July 2012): 32–35. http://dx.doi.org/10.4028/www.scientific.net/amr.550-553.32.

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An efficient process has been developed for the synthesis of N,N′-Diphenylpiperazine and its formyl derivative. N,N′-Diphenylpiperazine was prepared from aniline with tris(2-chloro ethyl)phosphate as an excellent alkylating reagent at a high yield (90.86%), which gave N,N′- bis(p-formylphenyl) piperazine by Vilsmeier-Haack reaction in a good yield of 86.70%. Particularly, the purity of products and the reaction progress were monitored by simple and reliable thin-layer chromatography (TLC) methods on glass-backed GF254 silica gel plate. The structure of all the products was confirmed by their m

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32

Babu, A. Vasu, A. Rambabu, P. V. Giriprasad, R. Surya Chandra Rao, and B. Hari Babu. "Synthesis of (±)-Pisonivanone and Other Analogs as Potent Antituberculosis Agents." Journal of Chemistry 2013 (2013): 1–9. http://dx.doi.org/10.1155/2013/961201.

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A new class of alkylated chalcones and flavanones was synthesised and screened for antituberculosis, antixoidant, and cytotoxic activities. The desired compounds were synthesised using methyl substituted 2-hydroxyacetophenone as a key intermediate. The acetophenone derivative having methyl substitution was prepared in turn from methtylated phloroglucinol by formylation (by Vilsmeier-Haack reaction), followed by reduction with Wolf-Kishnner approach, and finally acetylation was involved. Among 17 compounds, compound5and compound4ainhibitedM. tuberculosisat minimum inhibitory concentration (MIC)

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33

Börüsah, Burak Kürsat, and Thomas J. J. Müller. "Efficient Synthesis of a 2-Decyl-tetradecyl Substituted 7-Bromophenothiazine-3-carbaldehyde Building Block for Functional Dyes." Organics 3, no. 4 (2022): 502–6. http://dx.doi.org/10.3390/org3040033.

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(1) Polyfunctional molecules are versatile building blocks for efficient syntheses of novel phenothiazine-based materials with promising electronic properties. A prerequisite is a facile, high yielding access to these building blocks that bear solubilizing moieties and functional groups for orthogonal transformation. (2) Here, an efficient, improved two-step protocol for accessing a solubilizing 2-decyl-tetradecyl functionalized phenothiazine, i.e., an N-alkylated 7-bromophenothiazine-3-carbaldehyde, by Vilsmeier–Haack formylation and NBS (N-bromo succinimide) bromination is reported. (3) The

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34

Moura, Nuno M. M., Maria A. F. Faustino, Maria G. P. M. S. Neves, Armando C. Duarte, and José A. S. Cavaleiro. "Vilsmeier-Haack formylation of Cu(II) and Ni(II) porphyrin complexes under microwaves irradiation." Journal of Porphyrins and Phthalocyanines 15, no. 07n08 (2011): 652–58. http://dx.doi.org/10.1142/s1088424611003586.

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Microwave irradiation is a powerful tool in organic synthesis allowing for instance, to reduce reaction times and to obtain the desired products in better yields. Contrary to what is reported in literature, the first Vilsmeier-Haack formylation of Ni(II) and Cu(II) complexes of meso-tetraarylporphyrins by using microwave irradiation is described here. Different solvents, irradiation powers and reaction times were studied using the Ni(II) and Cu(II) complexes of 5,10,15,20-tetraphenylporphyrin and the best found conditions were extended to a series of other meso-substituted tetraarylporphyrins.

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35

Lipson, Victoria V., Nataliya V. Svetlichnaya, Victoria V. Borodina, et al. "Formylation of 4,7-Dihydro-1,2,4-triazolo[1,5-a]pyrimidines Using Vilsmeier-Haack Conditions." Journal of Heterocyclic Chemistry 49, no. 5 (2012): 1019–25. http://dx.doi.org/10.1002/jhet.875.

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36

Rstakyan, V. I., A. E. Akopyan, A. H. Baltayan, H. S. Attaryan, and G. V. Asratyan. "Vilsmeier-Haack formylation of 2-(1H-pyrazol-1-yl)ethanol and its methyl derivatives." Russian Journal of General Chemistry 85, no. 5 (2015): 1191–93. http://dx.doi.org/10.1134/s1070363215050333.

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37

SEZER, O., K. DABAK, O. ANAC, and A. AKAR. "ChemInform Abstract: Diazoaldehyde Chemistry. Part 4. Vilsmeier-Haack Formylation of Diazo Compounds: A Reinvestigation." ChemInform 28, no. 30 (2010): no. http://dx.doi.org/10.1002/chin.199730058.

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Vogt, Eva-Janina, Viktor A. Zapol'skii, Eva Nutz, and Dieter E. Kaufmann. "Chemistry of Polyhalogenated Nitrobutadienes, Part 11: ipso-Formylation of 2-Chlorothiophenes under Vilsmeier-Haack Conditions." Zeitschrift für Naturforschung B 67 (2012): 0285. http://dx.doi.org/10.5560/znb.2012.67b0285.

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Patsenker, L. D., I. G. Ermolenko, I. A. Fedyunyaeva, N. A. Popova, and B. M. Krasovitskii. "Heterocyclization in Vilsmeier-Haack formylation of dimethylamino-substituted 2,5-diaryloxazoles and 2,5-diaryl-1,3,4-oxadiazoles." Chemistry of Heterocyclic Compounds 36, no. 5 (2000): 623–25. http://dx.doi.org/10.1007/bf02290862.

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Lellouche, Jean-Paul, and Vadim Kotlyar. "Vilsmeier-Haack Reagents. Novel Electrophiles for the One-Step Formylation ofO-Silylated Ethers toO-Formates." Synlett, no. 3 (2004): 564–71. http://dx.doi.org/10.1055/s-2004-815435.

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ALONSO, M. A., M. DEL MAR BLANCO, C. AVENDANO, and J. C. MENENDEZ. "ChemInform Abstract: Synthesis of 2,5,8(1H)-Quinolinetrione Derivatives Through Vilsmeier- Haack Formylation of 2,5-Dimethoxyanilides." ChemInform 25, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.199411158.

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Lipson, Victoria V., Nataliya V. Svetlichnaya, Victoria V. Borodina, et al. "ChemInform Abstract: Formylation of 4,7-Dihydro-1,2,4-triazolo[1,5-a]pyrimidines Using Vilsmeier-Haack Conditions." ChemInform 44, no. 16 (2013): no. http://dx.doi.org/10.1002/chin.201316153.

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Redamala, Roopa, Ramchander Merugu, and K. C. Rajanna. "A Comparative study of Vilsmeier-Haack Formylation Reactions With Phenols Under Solvent Less And Solvent Conditions." Asian Journal of Research in Chemistry 11, no. 2 (2018): 409. http://dx.doi.org/10.5958/0974-4150.2018.00074.3.

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Barluenga, Jose, Pedro J. Campos, Elena Gonzalez-Nuñez, and Gregorio Asensio. "General Method for the Formylation of Alcohols with Dimethylformamide: An Extension of the Vilsmeier-Haack Reaction." Synthesis 1985, no. 04 (1985): 426–28. http://dx.doi.org/10.1055/s-1985-31228.

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Misaki, Yohji, Atsushi Fujioka, Takashi Kubo, Miho Watanabe, Masafumi Ueda, and Hisakazu Miyamoto. "Vilsmeier–Haack Type Formylation on 6-Aryl-1,4-dithiafulvenes and Syntheses of Novel Extended Tetrathiafulvalene Donors." Synthesis 48, no. 06 (2016): 845–54. http://dx.doi.org/10.1055/s-0035-1560400.

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Horváth, ÁGnes, and István Hermecz. "Nitrogen bridgehead compounds. Part65. Vilsmeier-haack formylation of 4H-pyrido[1,2-a]pyrimidin-4-ones. Part6." Journal of Heterocyclic Chemistry 23, no. 5 (1986): 1295–98. http://dx.doi.org/10.1002/jhet.5570230507.

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Jia, Yingying, Ling Xu, Bangshao Yin, Mingbo Zhou, and Jianxin Song. "Synthesis and characterization of meso-to-meso directly linked porphyrin-diazaporphyrin triads." Journal of Porphyrins and Phthalocyanines 22, no. 09n10 (2018): 814–20. http://dx.doi.org/10.1142/s1088424618500633.

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Abstract:

Beginning with 5,10,15-triarylporphyrin-nickel complex, five meso-to-meso directly linked porphyrin-diazaporphyrin triads were successfully prepared for the first time through a series of reactions including formylation via Vilsmeier–Haack reaction, condensation with pyrrole, bromination with [Formula: see text]-Bromosuccinimide (NBS), oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), metal-templated cyclization of dibromodipyrrin-metal complexes with NaN[Formula: see text] and demetalization. All these triads were comprehensively characterized by [Formula: see text]H NMR, high-r

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Aneesa, F., K. C. Rajanna, K. Rajendar Reddy, M. Moazzam Ali, and Y. Arun Kumar. "Kinetic and Mechanistic Study of Transition Metal Ion Catalyzed Vilsmeier–Haack Cyclization and Formylation Reactions with Acetanilides." Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 45, no. 5 (2015): 651–59. http://dx.doi.org/10.1080/15533174.2013.843545.

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Quiroga, Jairo, Jorge Trilleras, Braulio Insuasty, Rodrigo Abonía, Manuel Nogueras, and Justo Cobo. "Regioselective formylation of pyrazolo[3,4-b]pyridine and pyrazolo[1,5-a]pyrimidine systems using Vilsmeier–Haack conditions." Tetrahedron Letters 49, no. 17 (2008): 2689–91. http://dx.doi.org/10.1016/j.tetlet.2008.02.166.

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Rajanna, K. C., Aneesa Ferdose, K. Rajendar Reddy, M. Arifuddin, and M. Moazzam Ali. "Transition Metal Ions as Efficient Catalysts for Vilsmeier–Haack Formylation of Hydrocarbons with Reagents: Kinetics and Mechanism." Journal of Solution Chemistry 45, no. 3 (2016): 371–94. http://dx.doi.org/10.1007/s10953-016-0442-5.

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