title: Fragmentation of trifluoromethylated alkenes and acetylenes by N,N-binucleophiles. Synthesis of imidazolines or imidazolidines (oxazolidines) controlled by substituent.
abstract: The reaction of beta-halogeno-beta-polyfluoromethylstyrenes with N,N- or N,O-binucleophiles leads to unexpected fragmentation products (imidazolines) or to heterocyclization giving CF(3)-substituted imidazolidines (N,N-) and oxazolidines (N,O-) depending on aryl substituent. The scope and the reaction mechanism are discussed.
authors.affiliation: Department of Chemistry, Moscow State University, Leninskie Gory, Moscow 119992, Russia. nen@acylium.chem.msu.ru
authors.forename: Valentine G
authors.initials: VG
authors.lastname: Nenajdenko
authors.forename: Vasiliy M
authors.initials: VM
authors.lastname: Muzalevskiy
authors.forename: Aleksey V
authors.initials: AV
authors.lastname: Shastin
authors.forename: Elizabeth S
authors.initials: ES
authors.lastname: Balenkova
authors.forename: Evgeniy V
authors.initials: EV
authors.lastname: Kondrashov
authors.forename: Igor A
authors.initials: IA
authors.lastname: Ushakov
authors.forename: Alexander Yu
authors.initials: AY
authors.lastname: Rulev
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D048289:Imidazolidines / Q000138:chemical synthesis* / Q000737:chemistry; D048288:Imidazolines / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000480:Alkynes; D048289:Imidazolidines; D048288:Imidazolines