Issue 29, 2014

The carbomethylation of arylacrylamides leading to 3-ethyl-3-substituted indolin-2-one by cascade radical addition/cyclization

Abstract

An FeCl2-promoted carbomethylation of arylacrylamides by di-tert-butyl peroxide (DTBP) is achieved, leading to 3-ethyl-3-substituted indolin-2-one in high yield. The reaction tolerates a series of functional groups, such as cyano, nitro, ethyloxy carbonyl, bromo, chloro, and trifluoromethyl groups. The radical methylation and arylation of the alkenyl group are involved in this reaction.

Graphical abstract: The carbomethylation of arylacrylamides leading to 3-ethyl-3-substituted indolin-2-one by cascade radical addition/cyclization

Supplementary files

Article information

Article type
Communication
Submitted
22 Jan 2014
Accepted
12 Feb 2014
First published
12 Feb 2014

Chem. Commun., 2014,50, 3865-3867

The carbomethylation of arylacrylamides leading to 3-ethyl-3-substituted indolin-2-one by cascade radical addition/cyclization

Q. Dai, J. Yu, Y. Jiang, S. Guo, H. Yang and J. Cheng, Chem. Commun., 2014, 50, 3865 DOI: 10.1039/C4CC01053A

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