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A simple and convenient synthesis of 2-(perfluoroalkyl)-4H-chromenes from salicyl N-tosylimines or salicylaldehydes and methyl 2-perfluoroalkynoates
Authors:Lei Lu  Jiamei Wei  Jie Chen  Hongmei Deng  Hui Zhang  Weiguo Cao
Institution:a Department of Chemistry, Shanghai University, Shanghai 200444, PR China
b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China
c Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, PR China
d Instrumental Analysis and Research Center, Shanghai University, Shanghai 200444, PR China
Abstract:Et3N-catalyzed reactions of salicyl N-tosylimines or salicylaldehydes with methyl 2-perfluoroalkynoates proceed smoothly at room temperature in dichloromethane (DCM) or dimethyl sulfoxide (DMSO) to give the corresponding fluorinated chromenes in good to excellent yields with high regioselectivity.
Keywords:2-(Perfluoroalkyl)-4H-chromene  Salicyl N-tosylimine  Salicylaldehyde  Methyl 2-perfluoroalkynoate  Regioselectivity
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