Journal of the American Chemical Society

The Schmidt reaction of dialkyl acylphosphonates

M Sprecher, D Kost

Index: Sprecher, Milon; Kost, Daniel Journal of the American Chemical Society, 1994 , vol. 116, # 3 p. 1016 - 1026

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Citation Number: 36

Abstract

Abstract: The scope of the Schmidt rearrangement of ketones has been extended to dialkyl acylphosphonates (lla-111). Surprisingly, it was found that lla-lld and llg, in which the acyl moiety was benzoyl alone or benzoyl bearing an electron-attracting or mildly electron- releasing substituent, yielded an overwhelming portion of products resulting from C-to-N migration of the aryl group (N-arylcarbamoylphosphonates, 12, and N-arylformamides, 15) ...