title: Palladium-catalyzed regio- and chemoselective ortho-benzylation of C-H bond using a functionalizable primary amide directing group: a concise synthesis of dibenzo[b,e]azepin-6-ones.
abstract: A palladium-catalyzed regio- and chemoselective direct benzylation of primary benzamides with 2-bromobenzyl bromides under a mild basic condition has been developed affording various substituted diarylmethanes in good yields. Furthermore, the directing amide group (-CONH2) was subjected to intramolecular N-arylation with the aryl bromide moiety present in diarylmethanes leading to a concise synthesis of dibenzoazepinones.
authors.affiliation: Department of Pharmaceutical Technology (Process Chemistry), National Institute of Pharmaceutical Education and Research, S. A. S. Nagar, Punjab 160062, India. jlaha@niper.ac.in
authors.forename: Joydev K
authors.initials: JK
authors.lastname: Laha
authors.forename: Pooja U
authors.initials: PU
authors.lastname: Shah
authors.forename: Krupal P
authors.initials: KP
authors.lastname: Jethava
mesh_terms: D000577:Amides / Q000737:chemistry*; D001381:Azepines / Q000737:chemistry*; D001549:Benzamides / Q000737:chemistry; D001965:Bromides / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001381:Azepines; D001549:Benzamides; D001965:Bromides; D010165:Palladium; D002244:Carbon; D006859:Hydrogen