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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 3
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Original Articles

A Novel Reaction of Aromatic Sulfonyl Chlorides and Thiols

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Pages 207-213 | Received 15 Sep 1978, Published online: 05 Dec 2006
 

Abstract

According to the literature, the reaction of aromatic sulfonyl chlorides with aromatic thiols gives equimolar amounts of disulfide and sulfinic acid.1−3 The reaction sequence is:4

Under certainconditions the reaction can be partially arresedat the first stage, and thiosulfonate can be isolated in yields up to 25 %.5 The possibility of synt he sizing disulfidesexclusively from thiols and sulfonyl chlorides has receivedlittle attention, with the exception of a few cases in which cyclicdisulfides were prepared.6,7

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