Journal of Chemical Research

SmI2-mediated reduction of phenacyl azides: a novel preparation of 2, 4-diarylpyrroles

X Fan, X Zhang, Y Zhang

Index: Fan, Xuesen; Zhang, Xinying; Zhang, Yongmin Journal of Chemical Research, 2005 , # 11 p. 750 - 752

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Citation Number: 0

Abstract

Our exploration of this transformation began with phenacyl azide (1, Ar = Ph, Scheme 2). It was found that when 1a was treated with a solution of 2.5 equiv of SmI2 in THF at room temperature under a nitrogen atmosphere, the deep blue colour of SmI2 changed to yellow immediately. A few minutes later, TLC analysis indicated that the starting azide had been completely consumed and a new product had been formed. Subsequent separation and purification gave a ...