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Efficient One-Pot Synthesis of 2-Substituted Benzimidazoles from Triacyloxyborane Intermediates

Wenge Cui*, Robert B. Kargbo, Zohreh Sajjadi-Hashemi, Feryan Ahmed, Jolicia F. Gauuan

*Department of Medicinal Chemistry, AMRI, 26 Corporate Circle, Albany, NY 12212-5098, USA, Email: wenge.cuiamriglobal.com

W. Cui, R. B. Kargbo, Z. Sajjadi-Hashemi, F. Ahmed, J. F. Gauuan, Synlett, 2012, 23, 247-250.

DOI: 10.1055/s-0031-1290129 (free Supporting Information)


Abstract

A mild and efficient one-pot synthesis enables the preparation of 2-substituted benzimidazoles from 1,2-phenylenediamines and triacyloxyborane intermediates generated in situ from carboxylic acids and borane-THF. This protocol tolerates acid-labile functional groups.

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Key Words

benzimidazoles, borane-THF, carboxylic acids, triacyloxyboranes, diacyloxyboric acids, benzoxazoles


ID: J60-Y2012-0180