Polyfunctional imidazoles: XIII.1 Addition and cyclization reactions of 1-aryl-4-chloro-5-(2-nitroethenyl)-1H-imidazoles with sulfur and nitrogen nucleophiles


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Abstract

1-Aryl-4-chloro-5-(2-nitroethenyl)-1H-imidazoles reacted with thiols and aromatic amines via Michael addition to give 5-[(1-arylsulfanyl)-2-nitroethyl)]-4-chloro-1H-imidazoles and N-[1-(1-aryl-4-chloro-1H-imidazol-5-yl)-2-nitroethyl]anilines, respectively. [2 + 3]-Cycloaddition of the title compounds to sodium azide afforded 4-(4-chloro-1H-imidazol-5-yl)-1H-1,2,3-triazoles.

About the authors

V. A. Chornous

Bukovinian State Medical University

Email: mvovk@ioch.kiev.ua
Ukraine, Theatralna pl. 2, Chernivtsi, 58002

O. Ya. Mel’nik

Ivano-Frankivsk National Medical University

Email: mvovk@ioch.kiev.ua
Ukraine, Galitska ul. 2, Ivano-Frankivsk, 76018

A. N. Grozav

Bukovinian State Medical University

Email: mvovk@ioch.kiev.ua
Ukraine, Theatralna pl. 2, Chernivtsi, 58002

S. Yu. Suikov

Institute of Organic Chemistry

Email: mvovk@ioch.kiev.ua
Ukraine, ul. Murmanskaya 5, Kiev, 02660

M. V. Vovk

Institute of Organic Chemistry

Author for correspondence.
Email: mvovk@ioch.kiev.ua
Ukraine, ul. Murmanskaya 5, Kiev, 02660

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