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Synfacts 2006(1): 0021-0021
DOI: 10.1055/s-2005-921686
DOI: 10.1055/s-2005-921686
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Synthesis of 3-Benzylideneoxindoles
R. Yanada, S. Obika, Y. Kobayashi, T. Inokuma, M. Oyama, K. Yanada, Y. Takemoto*
Kyoto University, Japan
Further Information
Publication History
Publication Date:
16 December 2005 (online)

Significance
The stereoselective synthesis of 3-benzylideneoxindoles from propynoic acid (2-iodophenyl) amides is reported. Treatment of the iodoaniline with In and Br2 leads to the incipient indium oxindole intermediate which, when subjected to direct Pd-catalyzed cross coupling with aryl iodides gives the benzylideneoxindoles. This tandem reaction proceeds in good yields and gives only one stereoisomer.