posted on 2018-09-05, 17:52authored byShuaifeng Wang, Jian Zhang, Lichun Kong, Ze Tan, Yihui Bai, Gangguo Zhu
A Pd-catalyzed anti-stereospecific alkyne fluoroalkylboration,
including mono-, di-, and perfluoroalkylboration, has been developed
with fluoroalkyl halides and diboron reagents. The reaction is effective
for both internal and terminal alkynes. It provides straightforward
and streamlined access to functionalized 1,2-fluoroalkylboronated
alkenes in a highly regio- and stereocontrolled manner. Preliminary
studies suggest that this reaction is enabled by the combination of
radical alkylation and metal-catalyzed borylation, thus leading to
the realization of three-component trans-carboboration
of alkynes for the first time.