title: Michael addition-aromatization reaction of dienylimines bearing a leaving group and its application to the preparation of thiol-selective labeling reagents capable of forming strong carbon-sulfur bonds.
abstract: The reaction of a dienylimine with thiols was found to proceed smoothly to afford the corresponding indolines bearing aromatic carbon-sulfur bonds as a result of a Michael addition-aromatization sequence. Furthermore, this reaction was applied to the development of fluorogenic dienylimines that could be used as thiol-selective fluorescent labeling reagents.
authors.affiliation: Kobe Pharmaceutical University , Motoyamakita, Higashinada, Kobe 658-8558, Japan.
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Miyoshi
authors.forename: Yuka
authors.initials: Y
authors.lastname: Aoki
authors.forename: Yumina
authors.initials: Y
authors.lastname: Uno
authors.forename: Mina
authors.initials: M
authors.lastname: Araki
authors.forename: Takahiro
authors.initials: T
authors.lastname: Kamatani
authors.forename: Daichi
authors.initials: D
authors.lastname: Fujii
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Fujita
authors.forename: Norihiko
authors.initials: N
authors.lastname: Takeda
authors.forename: Masafumi
authors.initials: M
authors.lastname: Ueda
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Kitagawa
authors.forename: Noriaki
authors.initials: N
authors.lastname: Emoto
authors.forename: Takahiro
authors.initials: T
authors.lastname: Mukai
authors.forename: Masafumi
authors.initials: M
authors.lastname: Tanaka
authors.forename: Okiko
authors.initials: O
authors.lastname: Miyata
mesh_terms: D002244:Carbon / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D008968:Molecular Conformation; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry*
chemical_list: D005456:Fluorescent Dyes; D007097:Imines; D013438:Sulfhydryl Compounds; D013455:Sulfur; D002244:Carbon