Abstract
Reaction of trialkylborane (I or II) with aromatic sulfonyl chloride derivatives (III-VIII) caused reductive alkylation and afforded the corresponding alkyl aryl sulfides (IX-XX) with a small quantity of mercaptans and disulfides. In this reaction, the yield of alkyl aryl sulfide was considerably better than that in the reaction with diphenyl sulfide (XXII) or sulfenyl chloride (XXIII) under the same condition. In the case of cyclohexyl phenyl sulfone (XXIV), a small amount of alkyl aryl sulfide was obtained, and diphenyl sulfone (XXV) did not react with trialkylborane. Since the reaction of trialkylborane with aromatic sulfonyl chloride was inhibited in the presence of a radical scavenger such as iodine or galvinoxyl, this reaction was considered to include a radical reaction.
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Schedule a callMore From: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan
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