Issue 19, 2018

Molecular iodine-catalysed oxidative CO–C(alkyl) bond cleavage of aryl/heteroaryl alkyl ketones: an efficient strategy to access fused polyheterocycles

Abstract

An efficient molecular iodine-catalysed one-pot strategy has been accomplished for the construction of various fused heterocycles such as pyridoimidazoles, pyrrolo[1,2-a]quinoxalines and imidazobenzothiazoles under metal and oxidant free conditions. Gratifyingly, this method allows the sequential formation of C–N and C–C bonds with concomitant CO–C(alkyl) bond cleavage. The key features of this protocol are a broad substrate scope, operational simplicity, good to moderate yields and metal-free conditions, which make this protocol convenient for the generation of a library of fused polyheterocycles.

Graphical abstract: Molecular iodine-catalysed oxidative CO–C(alkyl) bond cleavage of aryl/heteroaryl alkyl ketones: an efficient strategy to access fused polyheterocycles

Supplementary files

Article information

Article type
Paper
Submitted
09 Jul 2018
Accepted
23 Aug 2018
First published
27 Aug 2018

New J. Chem., 2018,42, 15820-15829

Molecular iodine-catalysed oxidative CO–C(alkyl) bond cleavage of aryl/heteroaryl alkyl ketones: an efficient strategy to access fused polyheterocycles

G. S. Mani, A. V. S. Rao, Y. Tangella, S. Sunkari, F. Sultana, H. K. Namballa, N. Shankaraiah and A. Kamal, New J. Chem., 2018, 42, 15820 DOI: 10.1039/C8NJ03417F

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