101282-98-8Relevant articles and documents
Metal-Free Visible-Light Promoted Radical Cyclization to Access Perfluoroalkyl-Substituted Benzimidazo[2,1-a]isoquinolin-6(5H)-ones and Indolo[2,1-a]isoquinolin-6(5H)-ones
Zeng, Fan-Lin,Sun, Kai,Chen, Xiao-Lan,Yuan, Xiao-Ya,He, Shuai-Qi,Liu, Yan,Peng, Yu-Yu,Qu, Ling-Bo,Lv, Qi-Yan,Yu, Bing
, p. 5176 - 5181 (2019)
A metal-free visible-light-induced cyclization procedure was developed for the rapid synthesis of perfluoroalkyl-substituted benzimidazo[2,1-a]isoquinolin-6(5H)-ones and perfluoroalkyl-substituted indolo[2,1-a]isoquinolin-6(5H)-ones under mild reaction conditions. In this procedure, the formation of electron-donor-acceptor (EDA) complex is critical for the visible-light promoted process to avoid the utilization of external photocatalysts. (Figure presented.).
Electrochemical Tri- and Difluoromethylation-Triggered Cyclization Accompanied by the Oxidative Cleavage of Indole Derivatives
Yuan, Xin,Cui, Yu-Sheng,Zhang, Xin-Peng,Qin, Long-Zhou,Sun, Qi,Duan, Xiu,Chen, Lin,Li, Guigen,Qiu, Jiang-Kai,Guo, Kai
, p. 6522 - 6528 (2021)
Considering their unique roles in organic synthesis, and pharmaceutical and agrochemical applications, the development of fluoroalkylation, cyclization, and indole oxidative cleavage are important topics. Herein, an unprecedented electrochemical tri- and difluoromethylation/cyclization/indole oxidative cleavage process occurring in an undivided cell is presented. The protocol employs a readily prepared Langlois reagent as the fluoroalkyl source, affording a series of tri- or difluoromethylated 2-(2-acetylphenyl)isoquinoline-1,3-diones in good yields with excellent stereoselectivity. It is worth noting that this new methodology merges the fluoroalkylation/cyclization of N-substituted acrylamide alkenes with the oxidative cleavage of an indole C(2)=C(3) bond under external oxidant-free conditions.
Visible-Light Photocatalytic Tri- A nd Difluoroalkylation Cyclizations: Access to a Series of Indole[2,1- A[isoquinoline Derivatives in Continuous Flow
Yuan, Xin,Duan, Xiu,Cui, Yu-Sheng,Sun, Qi,Qin, Long-Zhou,Zhang, Xin-Peng,Liu, Jie,Wu, Meng-Yu,Qiu, Jiang-Kai,Guo, Kai
supporting information, p. 1950 - 1954 (2021/04/05)
A process for achieving photocatalyzed tri- A nd difluoromethylation/cyclizations for constructing a series of tri-or difluoromethylated indole[2,1-a]isoquinoline derivatives is described. This protocol utilized an inexpensive organic photoredox catalyst and provided good yields. Moreover, the combination of continuous flow and photochemistry, designed to provide researchers with a unique green process, was also shown to be key to allowing the reaction to proceed (product yield of 83% in flow vs 0% in batch).