Issue 32, 2015

Regioselective synthesis of nitrosoimidazoheterocycles using tert-butyl nitrite

Abstract

A simple and practical method has been developed for the regioselective nitrosylation of imidazopyridines via C(sp2)–H bond functionalization using tert-butyl nitrite under mild reaction conditions in a short time. A library of 3-nitrosoimidazopyridines with broad functionalities was synthesized in near quantitative yields. The present protocol is also applicable to imidazo[2,1-b]thiazole and benzo[d]imidazo[2,1-b]thiazole.

Graphical abstract: Regioselective synthesis of nitrosoimidazoheterocycles using tert-butyl nitrite

Supplementary files

Article information

Article type
Paper
Submitted
02 Jul 2015
Accepted
09 Jul 2015
First published
09 Jul 2015

Org. Biomol. Chem., 2015,13, 8717-8722

Author version available

Regioselective synthesis of nitrosoimidazoheterocycles using tert-butyl nitrite

K. Monir, M. Ghosh, S. Jana, P. Mondal, A. Majee and A. Hajra, Org. Biomol. Chem., 2015, 13, 8717 DOI: 10.1039/C5OB01345C

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