Oxidative fragmentation of oxiranes to nitriles with hypervalent iodine (V) reagents in aqueous ammonia

…, SN Huddar, RR Jadhav, KG Akamanchi

Index: Deshmukh, Swapnil S.; Huddar, Sameerana N.; Jadhav, Ravindra R.; Akamanchi, Krishnacharya G. Tetrahedron Letters, 2011 , vol. 52, # 35 p. 4533 - 4536

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Citation Number: 8

Abstract

Oxiranes undergo oxidative fragmentation when treated with hypervalent iodine (V) reagents particularly o-iodoxybenzoic acid in aqueous ammonia to give nitriles. The reaction goes via the formation of 1, 2-amino alcohols as intermediates followed by C–C bond cleavage.

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