A convenient method for the aromatic amino-Claisen rearrangement of N(1,1-disubstituted-allyl)anilines

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).

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 4; pp. 621 - 625
Main Authors Cooper, MA, Lucas, MA, Taylor, JM, Ward, AD, Williamson, NM
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
alkenes
aromatic amines
rearrangement
COPE
amino-Claisen
alkynes
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Summary: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).
ISSN:0039-7881
DOI:10.1055/s-2001-12349