4.4 Article

A mild, efficient method for the synthesis of aromatic and aliphatic sulfonamides

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TETRAHEDRON LETTERS
卷 43, 期 25, 页码 4537-4540

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)00848-1

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sulfonamides; azodicarboxylate; sulfinate; sulfonylhydrazide; reductive cleavage

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A two-step method was developed for the synthesis of aromatic and aliphatic sulfonamides from the corresponding sulfinates using bis(2,2,2-trichloroethyl)azodicarboxylate as the electrophilic nitrogen source. The intermediate sulfonylhydrazides were obtained in very good yields and were cleaved under reductive conditions to deliver the desired sulfonamides. A variety of substituents in the aromatic ring are well tolerated as well as heterocycles. (C) 2002 Published by Elsevier Science Ltd.

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