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

被引:39
作者
Bellale, Eknath V. [1 ]
Bhalerao, Dinesh S. [1 ]
Akamanchi, Krishnacharya G. [1 ]
机构
[1] Inst Chem Technol, Dept Pharmaceut Sci & Technol, Bombay 400019, Maharashtra, India
关键词
D O I
10.1021/jo801580g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha,alpha-Disubstituted acetamides undergo oxidative dehomologation to give one-carbon-shorter ketones when reacted with a hypervalent iodine (lambda(5)) reagent in combination with tetraethylammonium bromide (TEAB) in various solvents. In further studies. one such combination of a hypervalent iodine (lambda(5)) reagent. o-iodoxybenzoic acid, and TEAB has been established as a new, mild, efficient, and general method for the transformation.
引用
收藏
页码:9473 / 9475
页数:3
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