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Palladium‐Catalyzed Annulation of Diarylamines with Olefins through CH Activation: Direct Access to N‐Arylindoles
Author(s) -
Sharma Upendra,
Kancherla Rajesh,
Naveen Togati,
Agasti Soumitra,
Maiti Debabrata
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201406284
Subject(s) - annulation , palladium , moiety , chemistry , catalysis , indole test , intermolecular force , olefin fiber , migratory insertion , medicinal chemistry , combinatorial chemistry , stereochemistry , photochemistry , organic chemistry , molecule
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 β‐migratory insertion sequence has been proposed for the generation of olefinated intermediate, which is found to produce the expected indole moiety.