Cu(OTf)2-mediated C(sp2)–H arylsulfonylation of enamides via the insertion of sulfur dioxide

An efficient and straightforward three-component reaction of enamides, aryldiazonium tetrafluoroborates, and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) for the direct C(sp2)–H arylsulfonylation of enamides has been developed. This Cu(OTf)2-mediated SO2 insertion reaction proceeds smoo...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2019-01, Vol.6 (1), p.94-98
Main Authors: Tong-Hao, Zhu, Xiao-Chen, Zhang, Zhao, Kai, Teck-Peng Loh
Format: Article
Language:English
Subjects:
Crystallography
Functional groups
Insertion
Organic chemistry
Sulfones
Sulfur
Sulfur dioxide
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Summary:An efficient and straightforward three-component reaction of enamides, aryldiazonium tetrafluoroborates, and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) for the direct C(sp2)–H arylsulfonylation of enamides has been developed. This Cu(OTf)2-mediated SO2 insertion reaction proceeds smoothly to afford a diverse range of β-amidovinyl sulfones bearing manifold functional groups in moderate to excellent yields with high regio- and stereoselectivities.
ISSN:2052-4110
2052-4110
DOI:10.1039/c8qo01144c