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

Tong Hao Zhu; Xiao Chen Zhang; Kai Zhao; Teck Peng Loh

doi:10.1039/c8qo01144c

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

Tong Hao Zhu, Xiao Chen Zhang, Kai Zhao, Teck Peng Loh

化学与分子工程学院

科研成果: 期刊稿件 › 文章 › 同行评审

79 引用（Scopus）

摘要

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.

源语言	英语
页（从-至）	94-98
页数	5
期刊	Organic Chemistry Frontiers
卷	6
期	1
DOI	https://doi.org/10.1039/c8qo01144c
出版状态	已出版 - 7 1月 2019

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abstract = "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.",

author = "Zhu, {Tong Hao} and Zhang, {Xiao Chen} and Kai Zhao and Loh, {Teck Peng}",

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AU - Loh, Teck Peng

PY - 2019/1/7

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N2 - 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.

AB - 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.

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

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