320371-82-2Relevant academic research and scientific papers
Highly Regioselective Isoquinoline Synthesis via Nickel-Catalyzed Iminoannulation of Alkynes at Room Temperature
Sun, Jian-Guo,Zhang, Xiao-Yu,Yang, Hua,Li, Ping,Zhang, Bo
supporting information, p. 4965 - 4969 (2018/09/25)
A simple and cost-efficient nickel catalytic system for the annulation of 2-haloaldimines with alkynes to synthesize 3,4-disubstituted and 3-substituted isoquinolines at room temperature has been developed. The air-stable and inexpensive Ni(dppe)Cl2 was employed as a precatalyst, and Et3N was found to be an essential additive for obtaining high yields. By using this nickel catalytic system one-pot three-component direct synthesis of isoquinolines starting with simple 2-halobenzaldehydes, tert-butylamine, and alkynes were also achieved. These reactions occur in moderate to excellent yields with complete regioselectivity. Moreover, these reactions feature a broad substrate scope, easy scalability, operational simplicity, and excellent practicality.
Cobalt-Catalyzed Selective Synthesis of Isoquinolines Using Picolinamide as a Traceless Directing Group
Kuai, Changsheng,Wang, Lianhui,Li, Bobin,Yang, Zhenhui,Cui, Xiuling
supporting information, p. 2102 - 2105 (2017/04/27)
Picolinamide has first been employed as a traceless directing group for the cobalt-catalyzed oxidative annulation of benzylamides with alkynes to synthesize isoquinolines through C-H/N-H bonds activation. Oxygen is used as a terminal oxidant. This protocol exhibits good functional group tolerance and excellent regioselectivity. Both terminal and internal alkynes can be efficiently applied to this catalytic system as substrates.
Palladium-Catalyzed Synthesis of Indoles and Isoquinolines with in Situ Generated Phosphinimine
Zhou, Qi,Zhang, Zhikun,Zhou, Yujing,Li, Shichao,Zhang, Yan,Wang, Jianbo
, p. 48 - 56 (2017/04/26)
A palladium-catalyzed synthesis of polysubstituted indoles and isoquinolines through the coupling of aryl bromides with 2-alkynyl arylazides or 2-alkynyl benzylazides has been developed. This method provides straightforward access to indoles and isoquinolines with high efficiency and excellent functional group compatibility. In this transformation, the iminophosphorane in situ generated from azides is served as the nucleophile that attacks the alkyne moiety in the cyclization process.
Efficient copper(I)-catalyzed, microwave-assisted, one-pot synthesis of 3,4-diaryl isoquinolines
Hu, Zhang,Ou, Li-Li,Li, Si-Dong,Yang, Lei
, p. 3461 - 3469 (2015/06/08)
An efficient copper-catalyzed, microwave-assisted, one-pot reaction has been developed for synthesis of 3,4-diaryl isoquinolines. The reaction was performed in two steps via a CuI/2,2′-biimidazole-catalyzed tandem process from N-tert-butyl-o-iodobenzaldim
Synthesis of 3,4-disubstituted isoquinolines via palladium-catalyzed cross-coupling of 2-(1-Alkynyl)benzaldimines and organic halides
Dai, Guangxiu,Larock, Richard C.
, p. 920 - 928 (2007/10/03)
The palladium-catalyzed cross-coupling of readily available N-tert-butyl-2-(1-alkynyl)benzaldimines and aryl, allylic, benzylic, alkynyl halides, as well as a vinylic halide, provides a valuable new route to 3,4-disubstituted isoquinolines with aryl, allylic, benzylic, 1-alkynyl, and vinylic substituents, respectively, in the 4-position. The reaction appears to require an aryl group on the end of the acetylene furthest from the imine functionality. The reaction conditions have been optimized, and reasonably good yields have been obtained.
Diphenyl quinolines and isoquinolines: Synthesis and primary biological evaluation
Croisy-Delcey, Martine,Croisy, Alain,Carrez, Daniele,Huel, Christiane,Chiaroni, Angele,Ducrot, Pierre,Bisagni, Emile,Jin, Lu,Leclercq, Guy
, p. 2629 - 2641 (2007/10/03)
The synthesis of a series of 35 substituted 3,4-diphenyl quinolines and isoquinolines is described. The majority of these molecules differ from all other triphenylethylene based antiestrogens by a different spatial location of the aminoalkyl side chain. T
