A facile synthesis of 1-H-2,2-difluorovinylphosphorus compounds from 2,2,2-trifluoroethyl trifluoromethanesulfonate and substitutions of their vinylic fluorines

Citation
J. Ichikawa et al., A facile synthesis of 1-H-2,2-difluorovinylphosphorus compounds from 2,2,2-trifluoroethyl trifluoromethanesulfonate and substitutions of their vinylic fluorines, J FLUORINE, 97(1-2), 1999, pp. 109-114
Citations number
24
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
00221139 → ACNP
Volume
97
Issue
1-2
Year of publication
1999
Pages
109 - 114
Database
ISI
SICI code
0022-1139(19990720)97:1-2<109:AFSO1C>2.0.ZU;2-8
Abstract
2,2-Difluorovinylphosphine as well as its oxide and borane-complex are synt hesized in high yields via the P-trifluoroethylation of lithium diphenylpho sphide with 2,2,2-trifluoroethyl trifluoromethanesulfonate, followed by deh ydrofluorination with potassium tert-butoxide. The reactions of 2,2-difluor ovinylphosphine oxide and borane-complex with hydride, S- and N-nucleophile s proceed via an addition-elimination process to afford mono- or nonfluorov inylphosphorus compounds and carbamoylmethylphosphine oxides. (C) 1999 Else vier Science S.A. All rights reserved.