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Synthesis 2012; 44(19): 3049-3054
DOI: 10.1055/s-0032-1317019
DOI: 10.1055/s-0032-1317019
paper
Preparation of Substituted Benzimidazoles and Imidazopyridines Using 2,2,2-Trichloroethyl Imidates
Further Information
Publication History
Received: 06 June 2012
Accepted after revision: 11 July 2012
Publication Date:
16 August 2012 (online)
Abstract
The preparation of benzimidazoles and imidazopyridines has been achieved under mild conditions using 2,2,2-trichloroethyl imidates as the acylating agents. The reactions proceed smoothly in isopropyl alcohol at 70 °C. In cases where the acylation was rapid but the cyclization proceeded slowly, addition of sodium acetate proved to be beneficial. For substrates with poor nucleophilicity, modification of the solvent to the more inert tert-amyl alcohol, which can also achieve higher temperature, allowed for superior reactions.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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