Article
A Reverse Wittig Coupling with Trifluoroacetaldehyde: A convenient one-step synthesis of Trifluoromethyl Alkenes
The Journal of Organic Chemistry
(2009)
Abstract
A novel, mild synthesis of aryl-3,3,3-trifluoropropenes by Wittig olefination of benzylphosphonium ylides with in-situ generated trifluoroacetaldehyde is described. The in-situ formed trifluoroacetaldehyde efficiently traps the Wittig ylides and yields trifluoromethyl alkenes without the troublesome handling. The scope of the reaction was tested in reaction of trifluoroacetaldehyde with a wide variety of benzylphosphonium ylides. The α-trifluoromethyl alkenes were isolated in good to excellent yields in a convenient one step process.
Keywords
- Trifluoroacetaldehyde ethyl hemiacetal,
- fluoral,
- witting coupling,
- aryl-α-trifluoromethyl-alkenes
Disciplines
Publication Date
2009
Citation Information
Shainaz M. Landge, Dmitry A. Borkin, and Béla Török. "A Reverse Wittig Coupling with Trifluoroacetaldehyde: A convenient one-step synthesis of Trifluoromethyl Alkenes" The Journal of Organic Chemistry 6.6 (2009): 439-443.doi:10.2174/157017809789124795