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Palladium‐Catalyzed Intramolecular Aryl Amination Reaction: An Expeditious Approach to the Synthesis of Chiral Benzodiazocine Derivatives
Author(s) -
Adhikary Nirmal Das,
Chattopadhyay Partha
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901472
Subject(s) - chemistry , amination , intramolecular force , palladium , aryl , benzylamine , catalysis , combinatorial chemistry , organic chemistry , toluene , aryl halide , yield (engineering) , alkyl , materials science , metallurgy
A palladium‐catalyzed method for intramolecular amination of aryl bromides and iodides has been developed employing different bulky biaryl phosphanes as ligands and toluene as solvent. A variety of electron‐rich aryl halide substrates have been aminated by the intramolecular pathway in good yield using different sugar‐derived amines as well as benzylamine. The method is capable of furnishing benzodiazocines in chiral form besides dibenzodiazocine derivatives of potential biological interest.