A novel and convenient synthetic method for producing alpha-(trifluoromethyl)styrenes (3)

Citation
Rq. Pan et al., A novel and convenient synthetic method for producing alpha-(trifluoromethyl)styrenes (3), J FLUORINE, 95(1-2), 1999, pp. 167-170
Citations number
36
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
00221139 → ACNP
Volume
95
Issue
1-2
Year of publication
1999
Pages
167 - 170
Database
ISI
SICI code
0022-1139(19990604)95:1-2<167:ANACSM>2.0.ZU;2-Y
Abstract
The Suzuki-type coupling reaction of arylboronic acids (1) with 2-bromo-3,3 ,3-trifluoropropene (2) in the presence of a catalytic amount of dichlorobi s(triphenylphosphine)palladium {PdCl2(PPh3)(2)} and a base can easily give alpha-(trifluoromethyl)styrenes (3) in good yields. It was also found that 1,2-dibromo-3,3,3-trifluoropropane (4) underwent dehydrobromination in the presence of KOH, and subsequently, palladium-catalyzed cross-coupling with 1 to directly afford 3 in a one pot manner in excellent yields. (C) 1999 El sevier Science S.A. All rights reserved.