Noto Naoki, Koike Takashi, Akita Munetaka
Laboratory for Chemistry and Life Science , Institute of Innovative Research , Tokyo Institute of Technology , R1-27, 4259 Nagatsuta-cho, Midori-ku , Yokohama , 226-8503 , Japan . Email:
Chem Sci. 2017 Sep 1;8(9):6375-6379. doi: 10.1039/c7sc01703k. Epub 2017 Jul 10.
Regioselective amino-difluoromethylation of aromatic alkenes C(sp)-CFH and C(sp)-N bond formation with the C[double bond, length as m-dash]C moiety has been achieved in a single operation by visible-light photoredox catalysis. The combination of a shelf-stable and easy-to-handle sulfonium salt, -difluoromethyl--di(-xylyl)sulfonium tetrafluoroborate, and perylene catalysis is the key to the successful transformation. Furthermore, this noble metal-free protocol allows for the photocatalytic trifluoromethylation of alkenes.
通过可见光光氧化还原催化,在一步反应中实现了芳烃烯烃C(sp)-CFH的区域选择性氨基二氟甲基化以及C(sp)-N键与C=C部分的形成。一种储存稳定且易于处理的锍盐——二氟甲基-二(对二甲苯基)锍四氟硼酸盐与苝催化的组合是成功转化的关键。此外,这种无贵金属的方法还可实现烯烃的光催化三氟甲基化。