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Synthesis 2001; 2001(4): 0621-0625
DOI: 10.1055/s-2001-12349
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A Convenient Method for the Aromatic Amino-Claisen Rearrangement of N-(1,1-Disubstituted-allyl)anilines

Matthew A. Cooper* , Mathew A. Lucas, Joanne M. Taylor, A. David Ward, Natalie M. Williamson
  • *Department of Chemistry, The University of Adelaide, Adelaide, South Australia 5005, Australia; E-mail: david.ward@adelaide.edu.au
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Publication History

Publication Date:
31 December 2001 (online)

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N-(1,1-Disubstituted-allyl)anilines are rearranged cleanly and in high yield to 2-(3,3-disubstituted-allyl)anilines using a catalytic amount of p-toluenesulfonic acid in acetonitrile/water (10:1).

amino-Claisen - rearrangement - aromatic amines - alkenes - alkynes

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