Oxidative Conversion of α, α-Disubstituted Acetamides to Corresponding One-Carbon-Shorter Ketones Using Hypervalent Iodine (λ5) Reagents in Combination with …

…, DS Bhalerao, KG Akamanchi

Index: Bellale, Eknath V.; Bhalerao, Dinesh S.; Akamanchi, Krishnacharya G. Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9473 - 9475

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Citation Number: 27

Abstract

α, α-Disubstituted acetamides undergo oxidative dehomologation to give one-carbon- shorter ketones when reacted with a hypervalent iodine (λ5) reagent in combination with tetraethylammonium bromide (TEAB) in various solvents. In further studies, one such combination of a hypervalent iodine (λ5) reagent, o-iodoxybenzoic acid, and TEAB has been established as a new, mild, efficient, and general method for the transformation.