title: From Cyclic CF3-ketimines to a Family of Trifluoromethylated Nazlinine and Trypargine Analogues.
abstract: An efficient (one- and two-step) synthesis of trifluoromethylated derivatives of the natural alkaloids nazlinine, trypargine, and homotrypargine was elaborated. Trifluoromethyl-substituted 5-7-membered cyclic imines were used as a masked carbonyl component in the Pictet-Spengler reaction with various tryptamines. As a result, this approach opens access to a family of alkaloid-like compounds bearing a CF3 group at position 1 of tetrahydro-β-carboline.
authors.affiliation: Department of Chemistry, Lomonosov Moscow State University , Moscow 119991, Russia.
authors.forename: Olga I
authors.initials: OI
authors.lastname: Shmatova
authors.affiliation: Peoples' Friendship University , Miklukho-Maklay Street, 6, Moscow 117198, Russia.|A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences , 28, Vavilov Street, Moscow 119991, Russia.
authors.forename: Victor N
authors.initials: VN
authors.lastname: Khrustalev
authors.affiliation: Department of Chemistry, Lomonosov Moscow State University , Moscow 119991, Russia.
authors.forename: Valentine G
authors.initials: VG
authors.lastname: Nenajdenko