Synthetic communications

Convenient One??Pot Synthesis of Sulfonamides from Thiols using Trichloroisocyanuric Acid

JD Bonk, DT Amos, SJ Olson

Index: Bonk, Jason D.; Amos, David T.; Olson, Sarah J. Synthetic Communications, 2007 , vol. 37, # 12 p. 2039 - 2050

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Citation Number: 19

Abstract

Abstract A convenient synthesis of sulfonamides from thiols is described. In situ preparation of sulfonyl chlorides from thiols is accomplished by oxidation with trichloroisocyanuric acid (TCCA), benzyltrimethylammonium chloride and water (2.5 equiv). The sulfonyl chlorides are then further allowed to react with excess amine in the same reaction vessel. Triethylamine can be optionally added as acid scavenger.

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