title: On the mechanism of the aza-Morita-Baylis-Hillman reaction: ESI-MS interception of a unique new intermediate.
abstract: Solutions of aza-Morita-Baylis-Hillman (aza-MBH) reactions were directly monitored by ESI(+)-MS(/MS) spectrometry to obtain information on their mechanism. A unique bis-sulfonamide intermediate was intercepted and characterized and, based on this novel species, a mechanism that rationalizes the uniqueness of aza-MBH reactions is proposed.
authors.affiliation: Laboratory of Synthesis of Natural Products and Drugs, University of Campinas-UNICAMP, Campinas, SP, Brazil.
authors.forename: Thais
authors.initials: T
authors.lastname: Regiani
authors.forename: Vanessa G
authors.initials: VG
authors.lastname: Santos
authors.forename: Marla N
authors.initials: MN
authors.lastname: Godoi
authors.forename: Boniek G
authors.initials: BG
authors.lastname: Vaz
authors.forename: Marcos N
authors.initials: MN
authors.lastname: Eberlin
authors.forename: Fernando
authors.initials: F
authors.lastname: Coelho
mesh_terms: D001372:Aza Compounds / Q000737:chemistry*; D007097:Imines / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013449:Sulfonamides / Q000737:chemistry
chemical_list: D001372:Aza Compounds; D007097:Imines; D013449:Sulfonamides