Tetrahedron

Bis (alkylthio) carbenes as novel reagents for organic synthesis

JH Rigby, S Laurent, W Dong, MD Danca

Index: Rigby, James H.; Laurent, Stephane; Dong, Weitong; Danca Tetrahedron, 2000 , vol. 56, # 52 p. 10101 - 10111

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Citation Number: 26

Abstract

Vinyl isocyanates are versatile functions that can undergo efficient reaction with a wide variety of nucleophilic addends to deliver a range of product structures. 1 Pyridones of various types can be assembled using enamines, 2a benzynes 2b and ester enolates as reaction partners with isocyanates. Furthermore, pyrrolidone structures can be accessed by reaction with various 1,1-dipolar equivalents such as alkyl isocyanides 3a and dimethoxycarbene 3b (Scheme 1).