Copper-Catalyzed One-Pot Cascade Cyclization for the Synthesis of Isoindolo[2,1-a]quinoxalines

被引：1
|
作者：
Li, Ling [1 ,2 ]
Liu, Zhen-Ting [1 ]
Hu, Xiang-Ping [1 ]
机构：
[1] Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 17期
基金：
中国国家自然科学基金;
关键词：
copper; cyclization; synthetic method; nitrogen heterocycles; isoindolo[2,1-a]quinoxalines; FORMAL 3+2 CYCLOADDITION; PROPARGYLIC AMINATION; ENANTIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; ANTITUMOR AGENTS; DERIVATIVES; ESTERS; COMPLEXES; QUINOXALINES; SENSITIZERS;
D O I：
10.1002/adsc.202100643
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A copper-catalyzed one-pot cascade cyclization of 2-(1-(acetyloxy)propargyl)benzaldehydes with o-phenylenediamines for an access to substituted isoindolo[2,1-a]quinoxalines has been developed. The reaction features readily available starting materials, simple operational procedure, and broad substrate scopes. Under optimal conditions, various isoindolo[2,1-a]quinoxalines were afforded in 41-88% yields.
引用
收藏
页码：4272 / 4276
页数：5
相关论文
共 50 条
  • [1] RETRACTED: Copper-Catalyzed Synthesis of Substituted Isoindolo[2,1-a]quinoxalines and Isoindolo[2,1-a]quinoxalin-6(5H)-ones (Retracted Article)
    Biswas, Subhasish
    Batra, Sanjay
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (22) : 4895 - 4902
  • [2] One-pot construction of isoindolo[2,1-a]quinoline system
    Khadem, Shahriar
    Udachin, Konstantin A.
    Enright, Gary D.
    Prakesch, Michael
    Arya, Prabhat
    TETRAHEDRON LETTERS, 2009, 50 (48) : 6661 - 6664
  • [3] RETRACTION: Copper-Catalyzed Synthesis of Substituted Isoindolo[2,1-a]quinoxalines and Isoindolo[2,1-a]quinoxalin-6(5H)-ones (Retraction of Vol 22, Pg 4895, 2013)
    Biswas, Subhasish
    Batra, Sanjay
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (36) : 6022 - 6022
  • [4] Copper-Catalyzed Cyclization/Oxidation/Aromatization Cascade: Efficient Synthesis of Trifluoromethylated Pyrrolo[2,1-a]isoquinolines
    Tao, Lili
    Xu, Zhiliang
    Han, Jing
    Deng, Hongmei
    Shao, Min
    Chen, Jie
    Zhang, Hui
    Cao, Weiguo
    SYNTHESIS-STUTTGART, 2016, 48 (23): : 4228 - 4236
  • [5] Copper-catalyzed N-arylation and aerobic oxidation: one-pot synthesis of tetrahydroisoquinolino[2,1-a]quinazolinone derivatives
    Tian, Hua
    Qiao, Hongwei
    Zhu, Changjin
    Fu, Hua
    RSC ADVANCES, 2014, 4 (06): : 2694 - 2704
  • [6] Metal nanoparticles in "on-water" organic synthesis: one-pot nano CuO catalyzed synthesis of isoindolo [2,1-a]quinazolines
    Santra, Sougata
    Bagdi, Avik Kumar
    Majee, Adinath
    Hajra, Alakananda
    RSC ADVANCES, 2013, 3 (47): : 24931 - 24935
  • [7] One-pot synthesis of polyfunctionalized quinolines via a copper-catalyzed tandem cyclization
    Chen, Dianpeng
    Sun, Xuejun
    Shan, Yingying
    You, Jinmao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (41) : 7657 - 7662
  • [8] Saccharomyces cerevisiae catalyzed one pot synthesis of isoindolo[2,1-a]quinazoline performed under ultrasonication
    Avalani, Jemin R.
    Patel, Devji S.
    Raval, Dipak K.
    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC, 2013, 90 : 70 - 75
  • [9] Copper-catalyzed one-pot synthesis of alkynylphophonates
    Song, Wang-Ze
    Li, Jun-Hao
    Li, Ming
    He, Jun-Nan
    Dong, Kun
    Ullah, Karim
    Zheng, Yu-Bin
    SYNTHETIC COMMUNICATIONS, 2019, 49 (05) : 697 - 703
  • [10] One-pot three-component selective synthesis of isoindolo[2,1-a] quinazoline derivatives via a palladium-catalyzed cascade cyclocondensation/cyclocarbonylation sequence
    Guo, Shenghai
    Zhai, Jianhui
    Wang, Fang
    Fan, Xuesen
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (17) : 3674 - 3680
12345