A Continuous Flow Process for the Defluorosilylation of HFC-23 and HFO-1234yf.

Authors :: Patrick SL
Bull JA
Miller PW
Crimmin MR
Source :: Organic letters [Org Lett] 2024 Oct 11; Vol. 26 (40), pp. 8605-8609. Date of Electronic Publication: 2024 Oct 01.
Publication Year :: 2024
Abstract: A continuous flow process has been developed for the defluorosilylation of trifluoromethane (HFC-23) and 2,3,3,3-tetrafluoropropene (HFO-1234yf) through reaction with lithium silanide reagents under inert conditions. Design of experiment optimization improved process conditions, including productivity, yields, reduction of solvent use, and gas destruction. The small chain fluorinated organosilane products R <subscript>3</subscript> SiCF <subscript>2</subscript> H and R <subscript>3</subscript> SiCH <subscript>2</subscript> C(F)═CF <subscript>2</subscript> were competent nucleophiles in the fluoride-catalyzed difluoromethylation of aldehydes, and trifluoroallylation of aldehydes, ketones, and imines.