4.5 Article

Rh(III)-Catalyzed Chemodivergent Coupling of Sulfoxonium Ylides and Acryloyl Silanes

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 40, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202200961

Keywords

Acryloyl silanes; Annulation; Chemodivergent; Coupling; C-H activation; Sulfoxonium ylides

Funding

  1. Sichuan Science and Technology Program [2020YJ0221, 2018JY0537]

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A protocol for Rh(III)-catalyzed C-H activation using sulfoxonium ylides as traceless directing group and acryloyl silanes has been described. The method provides an efficient and convenient approach to construct the tricyclic skeleton of furan-fused indanone by simultaneously forming two C-C bonds and one C-O bond in one pot, with a broad substrate scope. Additionally, controlled C-H alkenylation has been achieved.
A protocol of Rh(III)-catalyzed C-H activation utilizing sulfoxonium ylides as traceless directing group and acryloyl silanes has been reported. This strategy provides an efficient and convenient method to construct the tricyclic skeleton of furan-fused indanone by simultaneously constructing two C-C bonds and one C-O bond in one pot, featuring broad substrate scope. Moreover, the C-H alkenylation have been attained under controlled conditions.

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