title: A free-radical cascade trifluoromethylation/cyclization of N-arylmethacrylamides and enynes with sodium trifluoromethanesulfinate and iodine pentoxide.
abstract: An I(2)O(5)-promoted free-radical cascade trifluoromethylation/cyclization of a broad range of N-arylmethacrylamides and enynes with sodium trifluoromethanesulfinate in aqueous medium has been achieved. This strategy allows highly selective access to a variety of CF(3)-containing oxindoles and pyrrolidines. Electron spin resonance (ESR) studies indicate that atom-transfer processes are involved in this system.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, Lanzhou University , Lanzhou Gansu 730000, P. R. China.
authors.forename: Lizhi
authors.initials: L
authors.lastname: Zhang
authors.forename: Zejiang
authors.initials: Z
authors.lastname: Li
authors.forename: Zhong-Quan
authors.initials: ZQ
authors.lastname: Liu
mesh_terms: D000178:Acrylamides / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals; D006845:Hydrocarbons, Fluorinated / Q000138:chemical synthesis* / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D017613:Iodine Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010087:Oxides / Q000737:chemistry*; D000078183:Oxindoles; D012964:Sodium / Q000737:chemistry
chemical_list: D000178:Acrylamides; D000480:Alkynes; D005609:Free Radicals; D006845:Hydrocarbons, Fluorinated; D007211:Indoles; D017613:Iodine Compounds; D010087:Oxides; D000078183:Oxindoles; C022960:2-oxindole; D012964:Sodium; C045985:methacrylamide; C555514:iodine pentoxide