Li Linyong, Xiao Tiebo, Chen Haoguo, Zhou Lei
School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou, 510275, P. R. China.
Chemistry. 2017 Feb 16;23(10):2249-2254. doi: 10.1002/chem.201605919. Epub 2017 Jan 26.
A visible-light-mediated [3+3] annulation of tertiary amines with α-trifluoromethyl alkenes was developed. The reaction offers a direct route to fluorinated tetrahydropyridines and azabicyclo[3.m.1] frameworks under very mild conditions. This protocol presents a rare example of dual sp C-H functionalization of tertiary amines with the formation of two different C-C bonds (one sp -sp bond, one sp -sp bond). Moreover, two consecutive C-F substitutions in a trifluoromethyl group were achieved in one pot using visible light photoredox catalysis, which enables an unprecedented ring construction.
开发了一种可见光介导的叔胺与α-三氟甲基烯烃的[3+3]环化反应。该反应在非常温和的条件下提供了一条合成氟化四氢吡啶和氮杂双环[3.m.1]骨架的直接途径。该方法是叔胺双sp C-H官能团化形成两种不同C-C键（一个sp -sp键，一个sp -sp键）的罕见例子。此外，利用可见光光氧化还原催化在一锅反应中实现了三氟甲基中两个连续的C-F取代，这使得一种前所未有的环构建成为可能。
