Back to Search Start Over

Direct Hydrodefluorination of CF 3 -Alkenes via a Mild S N 2' Process Using Rongalite as a Masked Proton Reagent.

Authors :
Chen XL
Yang DS
Tang BC
Wu CY
Wang HY
Ma JT
Zhuang SY
Yu ZC
Wu YD
Wu AX
Source :
Organic letters [Org Lett] 2023 Apr 07; Vol. 25 (13), pp. 2294-2299. Date of Electronic Publication: 2023 Mar 23.
Publication Year :
2023

Abstract

A concise and efficient hydrodefluorination process was developed for the synthesis of gem -difluoroalkenes. This reaction employs rongalite as a masked proton source and does not require any additional catalysts or reductants. Notably, trifluoromethyl alkenes having both terminal and internal double bonds are compatible with this process, allowing for a wider range of substrates. The successful late-stage functionalizations of pharmaceuticals and gram-scale syntheses were used to demonstrate the viability of this method.

Details

Language :
English
ISSN :
1523-7052
Volume :
25
Issue :
13
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
36951380
Full Text :
https://doi.org/10.1021/acs.orglett.3c00645