Tetrahedron Letters

One-pot synthesis of isoxazoles from enaminones: an application of Fe (II) as the catalyst for ring expansion of 2H-azirine intermediates

Y Zheng, C Yang, D Zhang-Negrerie, Y Du, K Zhao

Index: Zheng, Yunhui; Yang, Chao; Zhang-Negrerie, Daisy; Du, Yunfei; Zhao, Kang Tetrahedron Letters, 2013 , vol. 54, # 46 p. 6157 - 6160

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Citation Number: 11

Abstract

Abstract We report an application of FeCl 2 as an inexpensive, nontoxic, and efficient catalyst in a clean ring expansion reaction of 2H-azirine derivatives, an intermediate formed through the PhI (OAc) 2-mediated azirination of readily available enaminones. An alternative one-pot protocol for the synthesis of various substituted isoxazoles from their corresponding enaminones has been further established based on this reaction, and herein described.

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