Issue 9, 2024

Palladium-catalyzed siloxycarbonylation of alkenes to synthesize silyl esters

Abstract

The use of simple and readily available substrates to synthesize acyl intermediates with stability and reactivity is highly desirable. We have developed a novel and effective method for the synthesis of silyl esters through palladium-catalyzed siloxycarbonylation of alkenes. Chlorosilane and H2O were found as a suitable silicon source for the reaction. Silyl esters were synthesized with high yield and excellent regioselectivity, and they can directly transform into the corresponding carbonyl derivatives. Mechanism studies show that the reaction may proceed through a palladium hydride pathway and via in situ formation of acid chlorides.

Graphical abstract: Palladium-catalyzed siloxycarbonylation of alkenes to synthesize silyl esters

Supplementary files

Article information

Article type
Research Article
Submitted
15 Jan 2024
Accepted
01 Mar 2024
First published
04 Mar 2024

Org. Chem. Front., 2024,11, 2457-2461

Palladium-catalyzed siloxycarbonylation of alkenes to synthesize silyl esters

F. Wu, Y. Zhong, B. Wang, Z. Ren and Z. Guan, Org. Chem. Front., 2024, 11, 2457 DOI: 10.1039/D4QO00086B

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