Chemische Berichte

Tin for Organic Synthesis, 4 Mild and Efficient Synthesis of Aromatic Sulfonamides by in situ Preparation of the Corresponding Sulfonyl Isocyanates

M Arnswald, WP Neumann

Index: Arnswald, Martin; Neumann, Wilhelm P. Chemische Berichte, 1991 , vol. 124, # 9 p. 1997 - 2000

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Citation Number: 11

Abstract

A new reaction between chlorosulfonyl isocyanate (1) and trialkylstannyl-stubstituted arenes 2a-k, 7, 9 is described. It provides the aromatic sulfonyl isocyanates 3 or their derivatives, the sulfonamides 4a-j, the sulfonylcarbamates 5a-b, or sulfonylureas 6, respectively. The trialkylstannyl group as an efficient leaving group allows mild reaction conditions to be applied and unusual substitution patterns to be obtained, normally not accessible by ...