posted on 2024-02-27, 19:25authored byGang Liu, Haigen Shen, Zhaobin Wang
Perfluoroalkyl groups have become
significantly important
in pharmaceutical
and agrochemical applications. In this study, we present a visible
light-mediated photoredox neutral strategy for the fluoroalkylation
of tertiary alkyl chlorides under transition-metal-free conditions.
This method allows for the facile synthesis of fluoroalkylated all-carbon
quaternary centers, exhibiting excellent functional group compatibility.
Mechanistic studies reveal the involvement of two reactive radical
intermediates and the in situ formation of metal enolates in a radical-polar
crossover manner. The versatility of this methodology is demonstrated
through synthetic transformations based on the carbonyl group, showcasing
its potential for the rapid assembly of diverse organic molecules
bearing fluoroalkyl all-carbon quaternary centers.