Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air

The efficient Cu-catalyzed esterification of sulfonyl hydrazides with alcohols in air is described, providing sulfinic esters in good yields and broad scope. Mechanistic studies suggest that the reaction likely proceeds through free-radical formation including arylthio radical and arylsulfonyl radic...

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Bibliographic Details
Published inJournal of Saudi Chemical Society Vol. 23; no. 8; pp. 1102 - 1108
Main Authors Chen, Lingjuan, Pu, Jiangxin, Liu, Ping, Dai, Bin
Format Journal Article
LanguageEnglish
Published Riyadh, Saudi Arabia Elsevier B.V 01.12.2019
Saudi Chemical Society
Elsevier
Subjects
Alcohol
Copper-catalyzed
Esterification
Sulfinic ester
Sulfonyl hydrazide
Alcohol
Sulfinic ester
Copper-catalyzed
Esterification
Sulfonyl hydrazide
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Summary:The efficient Cu-catalyzed esterification of sulfonyl hydrazides with alcohols in air is described, providing sulfinic esters in good yields and broad scope. Mechanistic studies suggest that the reaction likely proceeds through free-radical formation including arylthio radical and arylsulfonyl radical, while arylsulfuric acid are the major esterification intermediate in this transformation.
ISSN:1319-6103
DOI:10.1016/j.jscs.2018.10.007