345-06-2Relevant academic research and scientific papers
Synthesis of Ester-Substituted Indolo[2,1-a]isoquinolines via Photocatalyzed Alkoxycarbonylation/Cyclization Reactions
Chen, Jian-Qiang,Tu, Xiaodong,Qin, Binyan,Huang, Shaoxin,Zhang, Jun,Wu, Jie
supporting information, p. 642 - 647 (2022/01/20)
A direct alkoxycarbonylation/cyclization reaction is accomplished under visible light-induced photoredox catalysis. With this approach, a variety of ester-substituted indolo[2,1-a]isoquinolines are prepared in good to excellent yields. It is worth noting that this method not only can afford the synthesis of indolo[2,1-a]isoquinolines but also can provide an alternative route for generating complex target structures bearing carboxylic esters.
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
supporting information, p. 6522 - 6528 (2021/03/16)
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).
Synthesis of indolo[2,1-: A] isoquinoline derivatives via visible-light-induced radical cascade cyclization reactions
Wei, Yun-Long,Chen, Jian-Qiang,Sun, Bo,Xu, Peng-Fei
supporting information, p. 5922 - 5925 (2019/05/27)
We describe a photocatalyzed transformation for the synthesis of the indolo[2,1-a]isoquinoline core structure. This redox neutral reaction features mild reaction conditions and exceptional functional group tolerance. A series of valuable indolo[2,1-a]isoquinoline derivatives bearing various functional groups were synthesized using this method in good to excellent yields.
Base-promoted domino reaction for the synthesis of 2,3-disubstituted indoles from 2-aminobenzaldehyde/2-amino aryl ketones, tosylhydrazine, and aromatic aldehydes
Wu, Yan-Dong,Ma, Jun-Rui,Shu, Wen-Ming,Zheng, Kai-Lu,Wu, An-Xin
, p. 4821 - 4826 (2016/07/18)
A base-promoted domino reaction to synthesize the 2,3-disubstituted indoles from 2-aminobenzaldehyde/2-amino aryl ketones, tosylhydrazine, and aromatic aldehydes has been developed. This strategy provides a simple and beneficial way for the construction of 2,3-disubstituted indole compounds from readily available starting materials under mild conditions.
Facile construction of pyrrolophenanthridone skeleton via a one-pot intramolecular Heck reaction and oxidation
Cong, Wei,Zhao, Lei,Wu, Xiaoming,Xu, Jinyi,Yao, Hequan
supporting information, p. 312 - 317 (2014/01/06)
Construction of pyrrolophenanthridone skeleton via a one-pot Pd-catalyzed intramolecular Heck reaction followed by oxidation has been achieved in moderate to good yields. The reaction mechanism has been proposed.
Efficient construction of fused indolines with a 2-quaternary center via an intramolecular heck reaction with a low catalyst loading
Zhao, Lei,Li, Ziyuan,Chang, Lin,Xu, Jinyi,Yao, Hequan,Wu, Xiaoming
supporting information; scheme or table, p. 2066 - 2069 (2012/06/18)
An efficient construction of fused indolines with a 2-quaternary center through a palladium-catalyzed intramolecular Heck reaction of N-(2(2-halobenzoxyl)-2,3-disubstituted indoles is disclosed. This protocol provided a straightforward access to diverse fused indolines with good functional group tolerance.
