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Carbonylative Synthesis of Phthalimides and Benzoxazinones by Using Phenyl Formate as a Carbon Monoxide Source
Author(s) -
Chavan Sujit P.,
Bhanage Bhalchandra M.
Publication year - 2015
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.201500109
Subject(s) - phthalimides , chemistry , phthalimide , phosphine , carbon monoxide , catalysis , carbonylation , formate , solvent , combinatorial chemistry , organic chemistry , ligand (biochemistry) , methanol , biochemistry , receptor
A simple and efficient palladium‐catalyzed carbonylative cyclization of N ‐substituted 2‐iodobenzamides and 2‐iodoanilides was investigated for the synthesis of phthalimides and benzoxazinones, respectively, by using phenyl formate as a CO source. The present catalytic protocol circumvents the use of an expensive phosphine ligand as well as solvent in the case of the phthalimide synthesis. Moreover, mild reaction conditions and a tolerance of various functional groups enhance the general applicability of this method.