title: Primary Amide Directed Regioselective ortho-C-H-Arylation of (Aryl)Acetamides.
abstract: An efficient and regioselective palladium(II)-catalyzed primary acetamide assisted ortho arylation of arylacetamide has been discovered. This is the first report where functionalizable primary acetamide (-CH2CONH2) is used as a directing group for C(sp2)-H activation/cross-coupling reactions, circumventing the extra steps of installation and subsequent removal of the directing groups. The synthetic utility of this transformation is demonstrated through the scale-up synthesis. In addition, the primary acetamide can be manipulated into synthetically important derivatives such as nitriles and carboxylic acids.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Patna , Bihta 801103, Bihar, India.
authors.forename: Yogesh
authors.initials: Y
authors.lastname: Jaiswal
authors.affiliation: Department of Chemistry, Indian Institute of Technology Patna , Bihta 801103, Bihar, India.
authors.forename: Yogesh
authors.initials: Y
authors.lastname: Kumar
authors.affiliation: Department of Chemistry, National Institute of Technology Patna , Patna 800005, Bihar, India.
authors.forename: Rima
authors.initials: R
authors.lastname: Thakur
authors.affiliation: Department of Chemistry, Indian Institute of Technology Patna , Bihta 801103, Bihar, India.
authors.forename: Jagannath
authors.initials: J
authors.lastname: Pal
authors.affiliation: Department of Chemistry, Indian Institute of Technology Patna , Bihta 801103, Bihar, India.
authors.forename: Ranga
authors.initials: R
authors.lastname: Subramanian
authors.affiliation: Department of Chemistry, Indian Institute of Technology Patna , Bihta 801103, Bihar, India.
authors.forename: Amit
authors.identifier: 0000-0002-1683-7740
authors.initials: A
authors.lastname: Kumar