Direct C(sp2)-H arylsulfonylation of enamides via iridium(III)-catalyzed insertion of sulfur dioxide with aryldiazonium tetrafluoroborates

Direct C(sp2)-H arylsulfonylation of enamides via iridium(III)-catalyzed insertion of sulfur dioxide with aryldiazonium tetrafluoroborates

An iridium(III)-catalyzed three-component reaction of enamides, aryldiazonium tetrafluoroborates, and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) for the direct C(sp )−H arylsulfonylation of enamides is developed. This transformation provides a robust and straightforward approach for p...

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Bibliographic Details
Main Authors: Zhu, Tong-Hao, Zhang, Xiao-Chen, Cui, Xian-Lu, Zhang, Ze-Yu, Jiang, Hui, Sun, Shan-Shan, Zhao, Li-Li, Zhao, Kai, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2021
Subjects:
Science::Chemistry
Organic Catalysis
C-H Functionalization
Online Access:https://hdl.handle.net/10356/147428
Description
Summary:An iridium(III)-catalyzed three-component reaction of enamides, aryldiazonium tetrafluoroborates, and 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO) for the direct C(sp )−H arylsulfonylation of enamides is developed. This transformation provides a robust and straightforward approach for preparing a diverse array of β-amidovinyl sulfones in moderate to excellent yields and high stereoselectivities without Light-emitting diode (LED) radiation. This transformation also features mild conditions, broad substrate scopes, and excellent functional group tolerance.

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