The Journal of Organic Chemistry

A General and Efficient Synthesis of. alpha.-Azido Ketones

T Patonay, RV Hoffman

Index: Patonay, Tamos; Hoffman, Robert V. Journal of Organic Chemistry, 1994 , vol. 59, # 10 p. 2902 - 2905

Full Text: HTML

Citation Number: 33

Abstract

Although a-azido ketones 1 have been known for a long time? few reports of their synthetic utility have appeared because few systematic studies have been performed. Scattered papers describing their chemistry reveal that they behave quite differently than the related a- azido esters and that they could have significant synthetic utility. Their pyrolysis leads to a- imino ketoness5 (presumably via nitrenes) or 2-acylimidazoles if@-carbon atoms are not ...