Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 44, Pages 11895-11899Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201406284
Keywords
C-H activation; cyclization; indoles; palladium; reaction mechanisms
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Funding
- Science and Engineering Research Board, India [SR/S1/IC-24/2011]
- DST under Fast Track Scheme
- CSIR
- BRNS, India
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A palladium-catalyzed dehydrogenative coupling between diarylamines and olefins has been discovered for the synthesis of substituted indoles. This intermolecular annulation approach incorporates readily available olefins for the first time and obviates the need of any additional directing group. An ortho palladation, olefin coordination, and beta-migratory insertion sequence has been proposed for the generation of olefinated intermediate, which is found to produce the expected indole moiety.
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