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Deoxofluorination of Aliphatic Carboxylic Acids: A Route to Trifluoromethyl-Substituted Derivatives.

Authors :
Bugera M
Trofymchuk S
Tarasenko K
Zaporozhets O
Pustovit Y
Mykhailiuk PK
Source :
The Journal of organic chemistry [J Org Chem] 2019 Dec 20; Vol. 84 (24), pp. 16105-16115. Date of Electronic Publication: 2019 Nov 26.
Publication Year :
2019

Abstract

A practical method for the synthesis of functionalized aliphatic trifluoromethyl-substituted derivatives from aliphatic acids is developed. The transformation proceeds with sulfur tetrafluoride in the presence of water as a key additive. Compared to previous methods, the reaction gives products with full retention of stereo- and absolute configuration of chiral centers.

Details

Language :
English
ISSN :
1520-6904
Volume :
84
Issue :
24
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
31714081
Full Text :
https://doi.org/10.1021/acs.joc.9b02596