title: Synthesis of isoindolinones via a ruthenium-catalyzed cyclization of N-substituted benzamides with allylic alcohols.
abstract: N-Substituted aromatic and heteroaromatic amides reacted with substituted allylic alcohols in the presence of a ruthenium catalyst, AgSbF6 and a Cu(OAc)2·H2O oxidant, affording 3-substituted isoindolinone derivatives with diverse substituents in good to excellent yields. A possible reaction mechanism involving a five-membered ruthenacycle intermediate was proposed and strongly supported by experimental evidence.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research, Pune 411021, India. mjeganmohan@iiserpune.ac.in.
authors.forename: Ramasamy
authors.initials: R
authors.lastname: Manoharan
authors.forename: Masilamani
authors.initials: M
authors.lastname: Jeganmohan
mesh_terms: D001549:Benzamides / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D020005:Propanols / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001549:Benzamides; D007211:Indoles; D020005:Propanols; C006463:allyl alcohol; C037689:benzamide; D012428:Ruthenium; D009584:Nitrogen