Synthesis of quinolines through copper-catalyzed intermolecular cyclization reaction from anilines and terminal acetylene esters

RSC Advances ◽  
2016 ◽  
Vol 6 (105) ◽  
pp. 103478-103481 ◽  
Author(s):  
Zhilei Zheng ◽  
Guobo Deng ◽  
Yun Liang

A simple and convenient copper-catalyzed intermolecular cyclization reaction for the synthesis of quinolines from anilines and terminal acetylene esters has been developed.

2016 ◽  
Vol 358 (7) ◽  
pp. 1073-1077 ◽  
Author(s):  
Chaowei Ma ◽  
Ping Wen ◽  
Jihui Li ◽  
Xu Han ◽  
Zhaoyang Wu ◽  
...  

2010 ◽  
Vol 152-153 ◽  
pp. 1483-1486
Author(s):  
Xiao Yan Qi ◽  
Lin Wu ◽  
Jian Guo Wang ◽  
De Lian Yi

The development of a novel synthesis of acetophenone benzopyran is reported. A acetophenone benzopyran derivative was prepared from 1-(2,4-dihydroxyphenyl)ethanone (3) through O-prenylation and Lewis acids catalyzed intermolecular cyclization reaction. The structure of product 1-(3,4-dihydro-4,4-dimethyl-7-hydroxy-2H-1- benzopyran -6-yl)- ethanone (1) was characterized by UV, IR, 1H-NMR, 13C-NMR and elemental analysis.


ChemInform ◽  
2014 ◽  
Vol 45 (11) ◽  
pp. no-no
Author(s):  
Shi-Kai Xiang ◽  
Wen Tan ◽  
Dong-Xue Zhang ◽  
Xian-Li Tian ◽  
Chun Feng ◽  
...  

2013 ◽  
Vol 830 ◽  
pp. 115-118 ◽  
Author(s):  
Yan Mei Zhou ◽  
Yong Wei ◽  
Jin Yang ◽  
Hai Hai Li ◽  
Miao Deng Liu ◽  
...  

Pyrrolo [1,2-a] pyrazine possessed widely bioactivities due to its particular structure. In this work, three pyrrolo [1,2-a] pyrazines derivatives were synthesized from the 2-bromo-5-methoxypyrazine and propargyl amines or ethers through the Pd-catalyzed intermolecular cycloisomerization strategy. Their structures were characterized by NMR, IR, EI-MS and elemental analysis, and all of them exhibited moderatein vitroanti-inflammatory effects with the inhibitions of 43-59% against IL-6 at 50 μM. The compound3crevealed relatively good anti-inflammatory activities. The bioactive pyrrolo [1,2-a] pyrazines might be potentially used as anti-inflammatory agents.


2017 ◽  
Vol 41 (13) ◽  
pp. 5280-5283 ◽  
Author(s):  
Haojie Ma ◽  
Cui Guo ◽  
Zhenzhen Zhan ◽  
Guoqiang Lu ◽  
YiXin Zhang ◽  
...  

Herein, a novel and efficient intermolecular cyclization of 2-aminoacetophenones with aldehydes was developed for the synthesis of 2-aryl-4-quinolones through C–C and C–N bond formation.


2021 ◽  
Vol 41 (11) ◽  
pp. 4353
Author(s):  
Haojie Ma ◽  
Zhou Sun ◽  
Jinlei Liu ◽  
Xia Zhang ◽  
Huali Cui ◽  
...  

2013 ◽  
Vol 11 (42) ◽  
pp. 7271 ◽  
Author(s):  
Shi-Kai Xiang ◽  
Wen Tan ◽  
Dong-Xue Zhang ◽  
Xian-Li Tian ◽  
Chun Feng ◽  
...  

ChemInform ◽  
2016 ◽  
Vol 47 (32) ◽  
Author(s):  
Chaowei Ma ◽  
Ping Wen ◽  
Jihui Li ◽  
Xu Han ◽  
Zhaoyang Wu ◽  
...  

2019 ◽  
Vol 16 (6) ◽  
pp. 511-516
Author(s):  
Adnan Cetin

Efficient steps towards the synthesis of novel (phenyl)(1'-aryl-1,5,5'-triphenyl[3,3'-bi-1Hpyrazol]- 4-yl)methanones 4a-e were developed. The procedure starts from 1-(4-benzoyl-1,5-diphenyl- 1H-3-pyrazolyl)-3-phenyl-2-propyn-1-one (2) which was synthesized by a palladium catalyzed crosscoupling reaction. Compound 2 reacted with various hydrazines to give (E)-(phenyl)[1,5-diphenyl-3- [3-phenyl-1-(2-arylhydrazono)-2-propyn-1-yl]-1H-4-pyrazolyl]methanones E-3a-e. The bis-pyrazole derivatives 4a-e were synthesized from electrophilic cyclization reaction of α,β-acetylenic hydrazones E-3a-e and copper(I) iodide. All synthesized compounds were characterized by FT-IR, 1H, 13C NMR and Mass spectral analyses.


2019 ◽  
Vol 84 (21) ◽  
pp. 13871-13880 ◽  
Author(s):  
Xie-Chao Yang ◽  
Jin-Yu Liu ◽  
Zhen Liu ◽  
Xiu-Qin Hu ◽  
Peng-Fei Xu

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