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Synfacts 2009(10): 1170-1170  
DOI: 10.1055/s-0029-1217870
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

In situ Generated Pd/C Catalyst for the Synthesis of Oxindoles via HRC

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Elisabetta Greco
O. Ibarguren, C. Zakri, E. Fouquet, F.-X. Felpin*
Université de Bordeaux, Talence and Pessac, France
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Publication History

Publication Date:
22 September 2009 (online)

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Significance

The preparation of novel oxindoles via Heck-reduction-cyclization reaction (HRC) of 2-(2-nitrophenyl)acrylates 1 and aryl diazonium salts 2 was examined with various supported Pd catalysts, where in situ generated Pd/C was identified as the best catalyst (Scheme). Although the Pd/C catalyst was not recyclable for the sequential HRC reactions, the recovered catalyst still exhibited high catalytic activity for the reduction (eqs. 1-3).