Issue 7, 2016

Photocatalyst-free hypervalent iodine reagent catalyzed decarboxylative acylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light irradiation

Abstract

A hypervalent iodine(III) reagent catalyzed carbonylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light without a photoredox catalyst has been developed. The reactions generate the corresponding products in good yields at room temperature. Experiments indicate that a blue LED (450–455 nm) is the most effective energy for the cleavage of the oxygen–iodine bond to initiate the reaction. Mechanistic studies further demonstrate that the reaction undergoes a cascade decarboxylative radical addition/cyclization process along with releasing CO2 and H2.

Graphical abstract: Photocatalyst-free hypervalent iodine reagent catalyzed decarboxylative acylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light irradiation

Supplementary files

Article information

Article type
Communication
Submitted
04 Oct 2015
Accepted
30 Nov 2015
First published
30 Nov 2015

Chem. Commun., 2016,52, 1462-1465

Author version available

Photocatalyst-free hypervalent iodine reagent catalyzed decarboxylative acylarylation of acrylamides with α-oxocarboxylic acids driven by visible-light irradiation

W. Ji, H. Tan, M. Wang, P. Li and L. Wang, Chem. Commun., 2016, 52, 1462 DOI: 10.1039/C5CC08253F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements