Issue 14, 2010
From the journal:

Chemical Communications

Oxindole synthesis by palladium-catalysed aromatic C–H alkenylation†

Satoshi Ueda,a   Takahiro Okadaa  and  Hideko Nagasawa*a  

* Corresponding authors

a Laboratory of Medicinal and Pharmaceutical Chemistry, Gifu Pharmaceutical University, 1-25-4 Daigaku-nishi, Gifu 501-1196, Japan
E-mail: hnagasawa@gifu-pu.ac.jp
Fax: +81 582 308 112
Tel: +81 582 308 112

Abstract

A strategy involving palladium-catalysed aromatic C–H functionalisation/intramolecular alkenylation provides a convenient and direct synthesis of 3-alkylideneoxindoles. In the presence of 5 mol% of PdCl2MeCN2 and AgOCOCF3, a wide variety of N-cinnamoylanilines gave 3-alkylideneoxindoles in moderate to good yield.

Graphical abstract: Oxindole synthesis by palladium-catalysed aromatic C–H alkenylation

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Article information

DOI
https://doi.org/10.1039/B926560K
Article type
Communication
Submitted
16 Dec 2009
Accepted
03 Feb 2010
First published
25 Feb 2010

Chem. Commun., 2010,46, 2462-2464

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Oxindole synthesis by palladium-catalysed aromatic C–H alkenylation

S. Ueda, T. Okada and H. Nagasawa, Chem. Commun., 2010, 46, 2462 DOI: 10.1039/B926560K

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