title: Benzannulation of Triynes Initiated by an Alder-Ene Reaction and Subsequent Trifluoromethylthiolate Addition.
abstract: A new benzannulation reaction with accompanied trifluoromethylthiolation is described. This benzannulation can generate a range of trifluoromethylthiolated benzolactams and benzolactones from 1,3,8-triynes and a stoichiometric amount of AgSCF3 at 90 °C through an initial Alder-ene reaction, 1,4-addition of AgSCF3, and a series of bond-reorganization processes that include double bond migration, 6π-electrocyclization, and a [1,3]-H shift. For certain substrates containing a triisopropylsilyl (TIPS) group, the final [1,3]-H shift-interrupted products, were obtained.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Rajdip
authors.initials: R
authors.lastname: Karmakar
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Phani
authors.initials: P
authors.lastname: Mamidipalli
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Ryan M
authors.initials: RM
authors.lastname: Salzman
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Seongwon
authors.initials: S
authors.lastname: Hong
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Sang Young
authors.initials: SY
authors.lastname: Yun
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University , Wenzhou, Zhejiang Province 325035, P. R. China.
authors.forename: Wei
authors.initials: W
authors.lastname: Guo
authors.affiliation: College of Chemistry and Materials Engineering, Wenzhou University , Wenzhou, Zhejiang Province 325035, P. R. China.
authors.forename: Yuanzhi
authors.initials: Y
authors.lastname: Xia
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Daesung
authors.initials: D
authors.lastname: Lee