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Oxidant-switchable selective synthesis of 2-aminobenzimidazoles via C-H amination/acetoxylation of guanidines.

Authors
  • Chi, Yue
  • Zhang, Wen-Xiong
  • Xi, Zhenfeng
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Dec 19, 2014
Volume
16
Issue
24
Pages
6274–6277
Identifiers
DOI: 10.1021/ol502815p
PMID: 25474397
Source
Medline
License
Unknown

Abstract

The iodine(III) compound promoted C-H amination and tandem C-H amination/acetoxylation of guanidines are achieved for the first time to provide efficiently 2-aminobenzimidazoles and acetoxyl-substituted 2-aminobenzimidazoles, respectively. The amount and type of iodine(III) compounds control the selective syntheses of two types of 2-aminobenzimidazoles. This reaction shows good regioselectivity when unsymmetrical substrates are used.

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