1373117-75-9Relevant academic research and scientific papers
Cobalt(III)-Catalyzed, DMSO-Involved, and TFA-Controlled Regioselective C?H Functionalization of Anilines with Alkynes for Specific Assembly of 3-Arylquinolines
Zhang, Peiquan,Yang, Yurong,Chen, Zhiyong,Xu, Zhang,Xu, Xuefeng,Zhou, Zhi,Yu, Xiyong,Yi, Wei
supporting information, p. 3002 - 3007 (2019/04/30)
Herein, a novel cobalt(III)-catalyzed and TFA-controlled [3+2+1] cyclization of diverse anilines and terminal alkynes has been realized by using DMSO as both the solvent and the C1 source, which led to the specific synthesis of privileged 3-arylquinolines in one pot and regioselectively. Mechanistic investigations revealed that this versatile transformation might be initiated with a C?H activation process and with a 2-vinylbenzenamine species as the active intermediate. (Figure presented.).
Metal-free, ionic liquid-mediated synthesis of functionalized quinolines
Bharate, Jaideep B.,Bharate, Sandip B.,Vishwakarma, Ram A.
supporting information, p. 624 - 630 (2015/02/19)
An expedient and metal-free synthetic protocol for construction of substituted quinolines has been developed from anilines and phenylacetaldehydes using imidazolium cation-based ionic liquids as the reaction medium. Mechanistic analysis indicated that the reaction occurs through C-C and C-N bond formation to produce isolable 2,3-disubstituted quinoline intermediates, which undergo C-C bond cleavage to produce 3-substituted quinolines. The reaction proceeds smoothly with a range of functionalities in good to excellent yields. Advantages of this protocol include metal-free, environmentally friendly, recyclable reaction media, higher yields and shorter reaction times, and thus is promising for the efficient combinatorial synthesis of structurally diverse 2,3-disubstituted and 3-substituted quinolines.
Rhodium(III)-catalyzed intermolecular amidation with azides via C(sp 3)-H functionalization
Wang, Nuancheng,Li, Renhe,Li, Liubo,Xu, Shansheng,Song, Haibin,Wang, Baiquan
, p. 5379 - 5385 (2014/06/23)
The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8- ylmethanamine derivatives in good yields via C(sp3)-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.
Iron-promoted tandem reaction of anilines with styrene oxides via C-C cleavage for the synthesis of quinolines
Zhang, Yicheng,Wang, Min,Li, Pinhua,Wang, Lei
supporting information; experimental part, p. 2206 - 2209 (2012/06/18)
A novel iron-promoted tandem reaction of anilines with styrene oxides via C-C cleavage and C-H activation has been developed. The reaction utilizes an inexpensive FeCl3 as promoter and is suitable for forming a variety of 3-arylquinolines from
