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Sequential C–F bond functionalizations of trifluoroacetamides and acetates via spin-center shifts

Authors :
Chang-Ling Wang
You-Jie Yu
Chen Chen
Yi-Feng Wang
Feng-Lian Zhang
Tian-Yu Peng
Kendall N. Houk
Jie Cheng
Source :
Science. 371:1232-1240
Publication Year :
2021
Publisher :
American Association for the Advancement of Science (AAAS), 2021.

Abstract

Sequentially snipping off fluorines It is often useful in pharmaceutical or agrochemical research to modify the properties of carbon compounds by appending one or more fluorine atoms. However, the methods used to prepare mono-, di-, or trifluorocarbon centers tend to differ from each other in inconvenient ways. Yu et al. developed a radical reaction that can successively remove one or two fluorine atoms from trifluoromethyl groups adjacent to amides or esters. The mechanism relies on a spin-center shift after attack at the carbonyl oxygen by a boryl radical. Science , this issue p. 1232

Details

ISSN :
10959203 and 00368075
Volume :
371
Database :
OpenAIRE
Journal :
Science
Accession number :
edsair.doi.dedup.....bc25701db658765024f4deb0f71059c0
Full Text :
https://doi.org/10.1126/science.abg0781