Palladium-catalyzed regioselective hydrosulfonylation of allenes with sulfinic acids

An atom-economic method of preparing allylic sulfones via hydrosulfonylation of allenes with sulfinic acids under Pd(0)-catalysis was reported. This process has a high degree of regio- and stereoselectivity, and provides the target product with a moderate to excellent yield. A wide range of nitrogen...

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Published inRSC advances Vol. 12; no. 14; pp. 8443 - 8448
Main Authors Li, Luan-Ying, Leng, Bo-Rong, Li, Jia-Zhuo, Liu, Qing-Quan, Yu, Jianguang, Wei, Ping, Wang, De-Cai, Zhu, Yi-Long
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 15.03.2022
The Royal Society of Chemistry
Subjects
Chemistry
Palladium
Stereoselectivity
Sulfones
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Summary:An atom-economic method of preparing allylic sulfones via hydrosulfonylation of allenes with sulfinic acids under Pd(0)-catalysis was reported. This process has a high degree of regio- and stereoselectivity, and provides the target product with a moderate to excellent yield. A wide range of nitrogen- or oxygen-containing linear E -allylic sulfones have been synthesized. With the support of experimental research, a possible mechanism was proposed. A simple palladium-based catalytic system for hydrosulfonylation of allenamides was established. Various nitrogen-containing linear allylic sulfones can be generated in moderate to excellent yield with E -selectivity and 100% atom utilization.
Bibliography:Electronic supplementary information (ESI) available. CCDC
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For ESI and crystallographic data in CIF or other electronic format see DOI
10.1039/d1ra09036d
3a
2122809
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SourceType-Scholarly Journals-1
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These authors contributed equally.
ISSN:2046-2069
2046-2069
DOI:10.1039/d1ra09036d