Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 5, Pages 1053-1059Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400881
Keywords
2-(aminomethyl)indoles; copper catalysis; domino reactions; multicomponent processes; palladium catalysis
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Funding
- FIRB
- La Sapienza, University of Rome
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Free NH 2-(aminomethyl) indoles have been prepared via copper-catalyzed cyclization of 3-(ortho-trifluoroacetamidophenyl)-1-propargylic alcohols in the presence of primary or secondary amines. The synthesis has been developed into a simple and very efficient domino three-component Sonogashira cross-coupling/cyclization/substitution process that, omitting the isolation of 3(ortho-trifluoroacetamidophenyl)-1-propargylic alcohols, provides access to this class of compounds by treating 2-iodotrifluoroacetanilides, propargylic alcohols, and primary or secondary amines with a copper/palladium catalyst system.
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