Release Time:2019-03-12  Hits:

Indexed by: Journal Article

Date of Publication: 2018-08-01

Journal: JOURNAL OF FLUORINE CHEMISTRY

Included Journals: SCIE

Volume: 212

Page Number: 122-129

ISSN: 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.