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Palladium-Catalyzed Annulation of Diarylamines with Olefins through C-H Activation: Direct Access to N-Arylindoles

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Title Palladium-Catalyzed Annulation of Diarylamines with Olefins through C-H Activation: Direct Access to N-Arylindoles
 
Creator SHARMA, U
KANCHERLA, R
NAVEEN, T
AGASTI, S
MAITI, D
 
Subject C-H activation
cyclization
indoles
palladium
reaction mechanisms
FISCHER INDOLE SYNTHESIS
AROMATIC SUBSTITUTION
INTERNAL ALKYNES
ENANTIOSELECTIVE SYNTHESIS
STEREOSELECTIVE NITRATION
BOND FUNCTIONALIZATIONS
OXIDATIVE CYCLIZATION
CRYSTAL-STRUCTURE
DOMINO SYNTHESIS
COPPER CATALYST
 
Description 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.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2014-12-28T12:50:55Z
2014-12-28T12:50:55Z
2014
 
Type Article
 
Identifier ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 53(44)11895-11899
1433-7851
1521-3773
http://dx.doi.org/10.1002/anie.201406284
http://dspace.library.iitb.ac.in/jspui/handle/100/16608
 
Language English