title: Palladium-Catalyzed [3+3] Annulation between Diarylamines and α,β-Unsaturated Acids through C-H Activation: Direct Access to 4-Substituted 2-Quinolinones.
abstract: A C-H activation strategy has been successfully employed for the high-yielding synthesis of a diverse array of 4-substituted 2-quinolinone species by a palladium-catalyzed dehydrogenative coupling involving diarylamines. This intermolecular annulation approach incorporates readily available α,β-unsaturated carboxylic acids as the coupling partner by suppressing the facile decarboxylation. Based on preliminary mechanistic studies, a reaction sequence is proposed, involving ortho palladation, π-coordination, β-migratory insertion, and β-hydride elimination.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India).
authors.forename: Rajesh
authors.initials: R
authors.lastname: Kancherla
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India).
authors.forename: Togati
authors.initials: T
authors.lastname: Naveen
authors.affiliation: Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai-400076 (India). dmaiti@chem.iitb.ac.in.
authors.forename: Debabrata
authors.initials: D
authors.lastname: Maiti
keywords: CH activation; N heterocycles; annulation; homogeneous catalysis; palladium