Organic letters

A practical method for oxazole synthesis by cycloisomerization of propargyl amides

P Wipf, Y Aoyama, TE Benedum

Index: Wipf, Peter; Aoyama, Yasunori; Benedum, Tyler E. Organic Letters, 2004 , vol. 6, # 20 p. 3593 - 3595

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Citation Number: 99

Abstract

Oxazoles are common substructures in numerous biologically active compounds, synthetic intermediates, and pharmaceuticals. 1-3 Accordingly, many strategies have been developed for the preparation of oxazoles. 1 In the classical and widely used Robinson−Gabriel oxazole synthesis, 4 harsh dehydrating reagents (H 2 SO 4 , P 2 O 5 , SOCl 2 , etc.) are usually required, which restricts the range of tolerated functional groups. Milder protocols for ...