Gold-Catalyzed 1,2-Carboxyarylation of Alkenes

06 May 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Herein, we have disclosed the gold-catalyzed 1,2-carboxyarylation of alkenes through the ligand enabled Au(I)/Au(III) catalysis. Unlike other approaches for arylative functionalization of C-C multiple bonds that involve the use of strong nucleophiles, attempts to utilize weak nucleo-philes like carboxylate anions were unsuccessful. The key to achieving this transformation is the use of 1,3-diketone appended alkene which undergoes gold-catalyzed oxyarylation followed by retro-Aldol reaction to afford the product. Mechanistic investigations, comprising numerous control experiments, NMR studies, and HR-MS analysis, were conducted to support the proposed mechanism.

Keywords

Alkenes
Gold
Redox Catalysis
Carboxyarylation
Hemilabile (P N) Ligand

Supplementary materials

Title
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Title
Gold-Catalyzed 1,2-Carboxyarylation of Alkenes
Description
ESI
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