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Indexed by:期刊论文

Date of Publication:2018-08-01

Journal:JOURNAL OF FLUORINE CHEMISTRY

Included Journals:SCIE

Volume:212

Page Number:122-129

ISSN No.:0022-1139

Key Words:2H-chromenes; Trifluoromethyl alkenyl triflates; Salicylaldehydes; Cyclization

Abstract:A new and efficient method for the synthesis of 2-trifluoromethyl-2-hydroxy-2H-chromenes was developed via intermolecular cyclization of (Z)-trifluoromethyl alkenyl triflates and salicylaldehydes. A series of 2-trifluoromethyl-2-hydroxy-2H-chromenes with aryl or alkyl groups at 3-position have been obtained in moderate to excellent yields. And a key intermediate, 3-phenyl-4-(pyrrolidin-l-yl)-2-(trifluoromethyl)chroman-2-ol (6), was isolated and fully characterized, which suggests that the elimination of pyrrolidine from this intermediate is the last step during the formation of 2-trifluoromethyl-2-hydroxy-2H-chromenes.