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

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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Main Authors: Lingjuan Chen, Jiangxin Pu, Ping Liu, Bin Dai
Format: Article
Language:English
Published: Elsevier 2019-12-01
Series:Journal of Saudi Chemical Society
Online Access:http://www.sciencedirect.com/science/article/pii/S1319610319300730
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record_format Article
spelling doaj-1687159d7bb8481199d492bddf9492522020-11-25T01:08:10ZengElsevierJournal of Saudi Chemical Society1319-61032019-12-0123811021108Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in airLingjuan Chen0Jiangxin Pu1Ping Liu2Bin Dai3School of Chemistry and Chemical Engineering, the Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, North 4th Road, Shihezi 832003, ChinaSchool of Chemistry and Chemical Engineering, the Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, North 4th Road, Shihezi 832003, ChinaCorresponding author.; School of Chemistry and Chemical Engineering, the Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, North 4th Road, Shihezi 832003, ChinaSchool of Chemistry and Chemical Engineering, the Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan, Shihezi University, North 4th Road, Shihezi 832003, ChinaThe 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. Keywords: Copper-catalyzed, Esterification, Sulfonyl hydrazide, Alcohol, Sulfinic esterhttp://www.sciencedirect.com/science/article/pii/S1319610319300730
collection DOAJ
language English
format Article
sources DOAJ
author Lingjuan Chen
Jiangxin Pu
Ping Liu
Bin Dai
spellingShingle Lingjuan Chen
Jiangxin Pu
Ping Liu
Bin Dai
Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
Journal of Saudi Chemical Society
author_facet Lingjuan Chen
Jiangxin Pu
Ping Liu
Bin Dai
author_sort Lingjuan Chen
title Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
title_short Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
title_full Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
title_fullStr Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
title_full_unstemmed Facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
title_sort facial synthesis of sulfinic esters via copper-catalyzed reaction of sulfonyl hydrazides with alcohols in air
publisher Elsevier
series Journal of Saudi Chemical Society
issn 1319-6103
publishDate 2019-12-01
description 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. Keywords: Copper-catalyzed, Esterification, Sulfonyl hydrazide, Alcohol, Sulfinic ester
url http://www.sciencedirect.com/science/article/pii/S1319610319300730
work_keys_str_mv AT lingjuanchen facialsynthesisofsulfinicestersviacoppercatalyzedreactionofsulfonylhydrazideswithalcoholsinair
AT jiangxinpu facialsynthesisofsulfinicestersviacoppercatalyzedreactionofsulfonylhydrazideswithalcoholsinair
AT pingliu facialsynthesisofsulfinicestersviacoppercatalyzedreactionofsulfonylhydrazideswithalcoholsinair
AT bindai facialsynthesisofsulfinicestersviacoppercatalyzedreactionofsulfonylhydrazideswithalcoholsinair
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