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Synthesis of 1-Methylbenzimidazoles from Carbonitriles

Jonas Sluiter, Jens Christoffers*

*Institut für Reine und Angewandte Chemie, Carl von Ossietzky-Universität Oldenburg, 26111 Oldenburg, Germany, Email: jens.christoffersuni-oldenburg.de

J. Sluiter, J. Christoffers, Synlett, 2009, 63-66.

DOI: 10.1055/s-0028-1087383


Abstract

A NaH-mediated reaction of carbonitriles and N-methyl-1,2-phenylenediamine allows the formation of N-methylbenzimidazole and tolerates acid-labile acetal protective groups. Products were further converted in Suzuki, Sonogashira, Heck and Buchwald-Hartwig reactions.

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Key Words

benzimidazoles, heterocycles, carbonitriles, cross-coupling


ID: J60-Y2009-0070