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o-Iodoxybenzoic Acid- and Tetraethylammonium Bromide-Mediated Oxidative Transformation of Primary Carboxamides to One-Carbon Dehomologated Nitriles

Dinesh S. Bhalerao, Ulhas S. Mahajan, Kiran H. Chaudhari and Krishnacharya G. Akamanchi*

*Department of Pharmaceutical Sciences & Technology, University Institute of Chemical Technology, Matunga, Mumbai-400 019, India, Email: kgaprediffmail.com

D. S. Bhalarao, U. S. Mahajan, K. H. Chaudhari, K. G. Akamanchi, J. Org. Chem., 2007, 72, 662-665.

DOI: 10.1021/jo0619074 (free Supporting Information)


Abstract

A clean and efficient method for the oxidative transformations of primary carboxamides to one-carbon dehomologated nitriles using the combination of o-iodoxybenzoic acid and tetraethylammonium bromide exhibits a broad scope and is expected to be of great utility in organic synthesis.


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Key Words

Nitriles, IBX


ID: J42-Y2007-0240