387862-67-1Relevant articles and documents
Synthesis of isoquinoline derivatives through rhodium(III)-catalyzed reactions of benzylamines with non-terminal alkynes
Kim, Dong-Su,Park, Jung-Woo,Jun, Chul-Ho
, p. 2667 - 2679 (2013)
A new rhodium(III)-catalyzed N-annulation reaction of benzylamines with internal alkynes has been developed. Observations made during these efforts suggest that the mechanistic pathway followed in this process involves direct participation of benzylamines without their preliminary oxidative dehydrogenation. Moreover, N-annulation reactions of primary benzylamines result in the formation of mixtures of isoquinolines and 8-vinylisoquinolines. Finally, secondary and tertiary benzylamines undergo rhodium(III)-catalyzed N-annulation reactions to generate the respective isoquinolinium and hydroisoquinolinium salt products. Copyright
(Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed Oxidative [4+2] Annulation of N H Imines with Alkynes: Straightforward Synthesis of Multisubstituted Isoquinolines
Zhang, Shang-Shi,Liu, Xu-Ge,Chen, Shi-Yong,Tan, Dong-Hang,Jiang, Chun-Yong,Wu, Jia-Qiang,Li, Qingjiang,Wang, Honggen
supporting information, p. 1705 - 1710 (2016/10/13)
A synthetic method for isoquinoline synthesis via a [4+2] annulation of N H imines with alkynes using the high-valent (pentamethylcyclopentadienyl)cobalt(III) [Cp*Co(III)] catalyst is described. Cerium(IV) sulfate was found to be an efficient oxidant in lieu of the commonly used copper or silver salts. Broad substrate scope, high functional group tolerance, and generally good yields were observed. (Figure presented.).
An efficient synthesis of isoquinolines via rhodium-catalyzed direct C-H functionalization of arylhydrazines
Zhang, Sai,Huang, Daorui,Xu, Guangyang,Cao, Shengyu,Wang, Rong,Peng, Shiyong,Sun, Jiangtao
supporting information, p. 7920 - 7923 (2015/07/27)
A highly efficient rhodium-catalyzed C-H activation of arylhydrazines and coupling with internal alkynes has been realized under mild conditions. The isoquinolines have been prepared in moderate to excellent yields in high efficiency. This methodology features the use of readily available starting materials, and a simple hydrazine moiety as a directing group, in the absence of an external metal co-oxidant under an air atmosphere. The C-H bond activation and the N-N bond cleavage have been successively realized under mild conditions.