Copper-Catalyzed Decarboxylative Functionalization of Conjugated β, Γ-Unsaturated Carboxylic Acids

Journal Article (Journal Article)

Copper-catalyzed decarboxylative coupling reactions of conjugated β,γ-unsaturated carboxylic acids have been achieved for allylic amination, alkylation, sulfonylation, and phosphinoylation. This approach was effective for a broad scope of amino, alkyl, sulfonyl, and phosphinoyl radical precursors as well as various conjugated β,γ-unsaturated carboxylic acids. These reactions also feature high regioselectivity, good functional group tolerance, and simple operation procedure. Mechanistic studies show that the reaction proceeds via copper-catalyzed electrophilic addition onto an olefin followed by decarboxylation, with radical intermediates involved. These insights present a modular and powerful strategy to access versatilely functionalized allyl-containing skeletons from readily available and stable carboxylic acids.

Full Text

Duke Authors

Cited Authors

  • Zhang, W; Wang, C; Wang, Q

Published Date

  • November 20, 2020

Published In

Volume / Issue

  • 10 / 22

Start / End Page

  • 13179 - 13185

Electronic International Standard Serial Number (EISSN)

  • 2155-5435

Digital Object Identifier (DOI)

  • 10.1021/acscatal.0c03621

Citation Source

  • Scopus