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A Facile Iron‐Catalyzed Coupling of N‐ Activated Benzyl Amines with 1,3‐Dicarbonyl Compounds through C‐N Bond Cleavage
Author(s) -
Paul Dipankar,
Chatterjee Paresh N.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802619
Subject(s) - catalysis , cleavage (geology) , chemistry , bond cleavage , medicinal chemistry , coupling (piping) , organic chemistry , materials science , metallurgy , fracture (geology) , composite material
Benzylation of 1,3‐dicarbonyl compounds using benzyl amines is considered to be a challenging endeavour. In the method presented here, FeCl 3 is utilized as an efficient catalyst for the benzylation of 1,3‐dicarbonyl compounds through C−N bond cleavage of N ‐activated benzyl amines. Several electron‐withdrawing groups were examined for activating the amino functionality of the benzyl amine. The method furnishes very good yields of the coupling products for a wide range of N‐ activated benzyl amines and 1,3‐dicarbonyl compounds. Inexpensiveness, easy availability and low toxicity of the catalyst in addition to mild reaction conditions impart great value to this method for its use in organic synthesis.