New N-difluoromethylindoles: features of N-difluoromethylation of indoles with electron-donor or electron-withdrawing substituents
DOI:
https://doi.org/10.17721/fujcV6I1P101-108Keywords:
indoles, Freon-22, difluoromethylationAbstract
The study of the difluoromethylation of various indole derivatives containing both electron-donating and electron-withdrawing groups was carried out. N-Difluoromethyl derivatives of indole with methoxy, methyl, nitro, cyano, amino groups and bromine atom were isolated and fully characterized.
References
Chadha N, Silakari O. Indoles as therapeutics of interest in medicinal chemistry: Bird's eye view. European Journal of Medicinal Chemistry 2017;134:159-184. https://doi.org/10.1016/j.ejmech.2017.04.003
Vicente R. Recent advances in indole syntheses: New routes for a classic target. Organic & Biomolecular Chemistry 2011;9(19):6469. https://doi.org/10.1039/c1ob05750b
Shafakat Ali N, Dar B, Pradhan V, Farooqui M. Chemistry and Biology of Indoles and Indazoles: A Mini-Review. Mini-Reviews in Medicinal Chemistry 2013;13(12):1792-1800. https://doi.org/10.2174/1389557511313120009
Hemalatha K, Madhumitha G, Roopan SM. Indole as a core anti-inflammatory agent: a mini review. Chem. Sci. Rev. Lett. 2013; 2(1): 287-292.
Kirk K. Fluorination in Medicinal Chemistry: Methods, Strategies, and Recent Developments. Organic Process Research & Development 2008;12(2):305-321. https://doi.org/10.1021/op700134j
Shen T, Lucas S, Sarett L. Chlorodifluoromethane as a difluoromethylating agent. Tetrahedron Letters 1961;2(2):43-47. https://doi.org/10.1016/s0040-4039(01)99204-4
Jończyk A, Nawrot E, Kisielewski M. Reactions of some nitrogen heterocycles with chlorodifluoromethane under conditions of phase-transfer catalysis. Journal of Fluorine Chemistry 2005;126(11-12):1587-1591. https://doi.org/10.1016/j.jfluchem.2005.09.013
Grygorenko O, Mykhailiuk P, Levterov V, Tolmachev A. Multigram Synthesis of 1-(Difluoromethyl)imidazoles and -benzimidazoles. Synthesis 2011;2011(08):1243-1248. https://doi.org/10.1055/s-0030-1258470
Lundbeck H. Positive allosteric modulators of nicotinic acetylcholine receptors. United States Patent 2012252853. 2012 May 11 .
Adams C, Hu Q-Y, McQiure LS, Papillon J. Organic compounds. Patent WO 2009156462. 2009 July 25.
Selvita S. A, Farbidus CH, Nowak MO, Wiklik KA, Sabiniars AB, Bien MD, Buda AM, Guzik PC, Bialas AK, Pawlik HE, Boutard NFP. Substituted quinaxoline derivatives. Patent WO 2016180537. 2015 May 13.
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