Novel and Facile Transformation of N,N-Disubstituted Glycylamides into Corresponding Cyanamides by Using Pentavalent Iodine Reagents in Combination with Tetraethylammonium Bromide

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

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

K. H. Chaudhari, U. S. Mahajan, D. S. Bhalerao, K. G. Akamanchi, Synlett, 2007, 2815-2818.

DOI: 10.1055/s-2007-991093

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Abstract

A novel and facile transformation of N,N-disubstituted glycylamides into corresponding cyanamides using pentavalent iodine reagents and tetraethylammonium bromide offers advantages such as use of non toxic reagents, shorter reaction times and good yields.

see article for more examples

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

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

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Key Words

pentavalent iodine reagents, o-iodoxybenzoic acid, Dess-Martin periodinane, tetraethylammonium bromide, glycyl­amides, cyanamides

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ID: J60-Y2007-3620