Issue 14, 2015

Synthesis of isoindolinones via a ruthenium-catalyzed cyclization of N-substituted benzamides with allylic alcohols

Abstract

N-Substituted aromatic and heteroaromatic amides reacted with substituted allylic alcohols in the presence of a ruthenium catalyst, AgSbF6 and a Cu(OAc)2·H2O oxidant, affording 3-substituted isoindolinone derivatives with diverse substituents in good to excellent yields. A possible reaction mechanism involving a five-membered ruthenacycle intermediate was proposed and strongly supported by experimental evidence.

Graphical abstract: Synthesis of isoindolinones via a ruthenium-catalyzed cyclization of N-substituted benzamides with allylic alcohols

Supplementary files

Article information

Article type
Communication
Submitted
10 Dec 2014
Accepted
07 Jan 2015
First published
07 Jan 2015
This article is Open Access
Creative Commons BY license

Chem. Commun., 2015,51, 2929-2932

Author version available

Synthesis of isoindolinones via a ruthenium-catalyzed cyclization of N-substituted benzamides with allylic alcohols

R. Manoharan and M. Jeganmohan, Chem. Commun., 2015, 51, 2929 DOI: 10.1039/C4CC09877C

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