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Synfacts 2010(4): 0449-0449  
DOI: 10.1055/s-0029-1219477
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Asymmetric Addition of Aromatic Nucleophiles to Isatins

Contributor(s): Mark Lautens, Jane Panteleev
N. V. Hanhan, A. H. Sahin, T. W. Chang, J. C. Fettinger, A. K. Franz*
University of California, Davis, USA
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Publication History

Publication Date:
22 March 2010 (online)

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Significance

This work outlines a Lewis acid catalyzed addition of unactivated electron-rich arene nucleophiles to isatins. A good scope of halogenated isatins is evaluated with generally good yields and ee values. While this reactivity of isatins with nucleophiles is known, this work focuses on the underreported addition of indoles and other heterocyclic nucleophiles.