Synthetic communications

Facile synthesis of oxazoles starting from ketones

J Chan Lee, S Kim, Y Chan Lee

Index: Lee, Jong Chan; Kim, Sehyun; Lee, Yong Chan Synthetic Communications, 2003 , vol. 33, # 9 p. 1611 - 1614

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Citation Number: 19

Abstract

View all references We have now extended this study and report here reaction conditions allowing the direct conversion of ketones to 2,4- and 2,4,5-substituted oxazoles by the reaction of pre-formed α-(2,4-dinitrobenzenesulfonyloxy)ketone intermediates and amide. The α-(2,4-dinitrobenzenesulfonyloxy )ketone intermediates was first generated via reaction of ketones with HDNIB in acetonitrile with reflux for 1–4 h (Sch. 1). Subsequent oxazole formation reaction of the α-(2,4- ...