Issue 38, 2016
From the journal:

Chemical Communications

Copper-catalyzed alkylarylation of activated alkenes using isocyanides as the alkyl source: an efficient radical access to 3,3-dialkylated oxindoles†

Yaping Zhao,‡ab   Zhenghua Li,‡a   Upendra K. Sharma,a   Nandini Sharma,*a   Gonghua Songb  and  Erik V. Van der Eycken*a  

* Corresponding authors

a Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, B-3001 Leuven, Belgium
E-mail: nsharma023@gmail.com, erik.vandereycken@chem.kuleuven.be
Web: http://chem.kuleuven.be/en/research/mds/lomac

b Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, Shanghai 200237, People's Republic of China

Abstract

A novel and efficient protocol for the synthesis of 3,3-dialkylated oxindoles is described. The method involves a copper-catalyzed tandem radical addition/cyclization of N-arylacrylamides with the alkyl radicals generated from isocyanides. Two C–C bonds are formed in a single step.

Graphical abstract: Copper-catalyzed alkylarylation of activated alkenes using isocyanides as the alkyl source: an efficient radical access to 3,3-dialkylated oxindoles

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Article information

DOI
https://doi.org/10.1039/C6CC02024K
Article type
Communication
Submitted
07 Mar 2016
Accepted
06 Apr 2016
First published
06 Apr 2016

Chem. Commun., 2016,52, 6395-6398

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Copper-catalyzed alkylarylation of activated alkenes using isocyanides as the alkyl source: an efficient radical access to 3,3-dialkylated oxindoles

Y. Zhao, Z. Li, U. K. Sharma, N. Sharma, G. Song and E. V. Van der Eycken, Chem. Commun., 2016, 52, 6395 DOI: 10.1039/C6CC02024K

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