title: Aqueous Morita-Baylis-Hillman reaction of unprotected isatins with cyclic enones.
abstract: The readily available bicyclic imidazolyl alcohol 1 is a unique catalyst for the aqueous Morita-Baylis-Hillman (MBH) reaction between unprotected isatins and cyclic enones that gives access to a variety of potentially very useful 3-substituted 3-hydroxy-2-oxindoles in an operationally simple, efficient, and environmentally friendly way. The hydroxyl group of the catalyst is believed to stabilize the betaine intermediate formed in the first step of the MBH reaction.
authors.affiliation: Departament de Química Orgànica, Universitat de Barcelona , Facultat de Química, Martí i Franquès 1-11, 08028-Barcelona, Catalonia, Spain, and Laboratory of Synthesis of Natural Products and Drugs, Institute of Chemistry, University of Campinas , P.O. Box 1654 - 13083-970, Campinas, SP - Brazil.
authors.forename: Juliana C
authors.initials: JC
authors.lastname: Gomes
authors.forename: Jordi
authors.initials: J
authors.lastname: Sirvent
authors.forename: Albert
authors.initials: A
authors.lastname: Moyano
authors.forename: Manoel T
authors.initials: MT
authors.lastname: Rodrigues
authors.forename: Fernando
authors.initials: F
authors.lastname: Coelho
mesh_terms: D001622:Betaine / Q000737:chemistry*; D002384:Catalysis; D003516:Cycloparaffins / Q000737:chemistry*; D007510:Isatin / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003516:Cycloparaffins; D001622:Betaine; D007510:Isatin