Jump to main content
Jump to site search

Issue 9, 2012
Previous Article Next Article

Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acidsvia a radical process

Author affiliations

Abstract

A copper-catalyzed decarboxylative coupling of vinylic carboxylic acids with simple alcohols, ethers, and hydrocarbons was achieved. In the past decades, most of the sp3 α-C–H activation/C–C bond formation reactions proceeded via an addition of a α-hydroxy carbon-centered radical to heterocycles, alkenes, and alkynes. The present system exhibits a novel pathway for the functionalization of various sp3 C–H bonds via radical addition–elimination of aryl-substituted vinyl carboxylic acids. This strategy allows for rapid and selective access to a variety of (E)-alkenes such as allylic alcohols, allylic ethers, and substituted styrenes. In addition, this procedure could be scaled up to gram level, which would be useful to prepare natural products and pharmaceuticals that contain chromene and its derivatives.

Graphical abstract: Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process

Back to tab navigation

Supplementary files

Article information


Submitted
04 Jun 2012
Accepted
26 Jun 2012
First published
27 Jun 2012

Chem. Sci., 2012,3, 2853-2858
Article type
Edge Article

Copper-catalyzed decarboxylative alkenylation of sp3 C–H bonds with cinnamic acids via a radical process

Z. Cui, X. Shang, X. Shao and Z. Liu, Chem. Sci., 2012, 3, 2853
DOI: 10.1039/C2SC20712E

Social activity

Search articles by author

Spotlight

Advertisements