Copper-catalyzed synthesis of benzocarbazoles via α-C-arylation of ketones

被引:47
|
作者
Xie, Ruilong [1 ,2 ]
Ling, Yun [2 ]
Fu, Hua [1 ,3 ]
机构
[1] Tsinghua Univ, Dept Chem, Key Lab Bioorgan Phosphorus Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China
[2] China Agr Univ, Key Lab Pesticide Chem & Applicat, Dept Appl Chem, Coll Sci,Minist Agr, Beijing 100193, Peoples R China
[3] Tsinghua Univ, Grad Sch Shenzhen, Key Lab Chem Biol Guangdong Prov, Shenzhen 518057, Peoples R China
基金
中国国家自然科学基金;
关键词
COUPLING REACTIONS; ARYL BROMIDES; PALLADIUM; EFFICIENT; DERIVATIVES; COMPLEXES; LIGANDS; ULLMANN; VERSATILE; HALIDES;
D O I
10.1039/c2cc36403d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and efficient copper-catalyzed method for the synthesis of 11H-benzo[a]carbazoles has been developed. The protocol uses readily available substituted 2-(2-bromophenyl)-1H-indoles and ketones as starting materials and an inexpensive catalyst system. The corresponding 11H-benzo[a] carbazoles were obtained in moderate to excellent yields.
引用
收藏
页码:12210 / 12212
页数:3
相关论文
共 50 条
  • [1] Copper-Catalyzed C-Arylation and Denitrogenation of Tetrazoles: Domino Synthesis of 1,3-Diaminoisoquinoline Derivatives
    Shi, Liangliang
    Yang, Haijun
    Jiang, Yuyang
    Fu, Hua
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (06) : 1177 - 1184
  • [2] Synthesis of multisubstituted cyclobutenones via copper-catalyzed intramolecular C-vinylation of ketones
    Zhu, Lin
    Li, Chaozhong
    TETRAHEDRON LETTERS, 2015, 56 (29) : 4331 - 4333
  • [3] O-arylation versus C-arylation: Copper-catalyzed intramolecular coupling of aryl bromides with 1,3-dicarbonyls
    Fang, Yewen
    Li, Chaozhong
    JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (17): : 6427 - 6431
  • [4] Direct copper C-arylation for synthesis of thiazolyl-pyrazolopyrimidines
    Boini, Sathish K.
    Rizzo, John R.
    Vaid, Radhe K.
    Dominguez, Beatriz
    Groarke, Michelle
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [5] Synthesis of reversible PAD4 inhibitors via copper-catalyzed C−H arylation of benzimidazole
    Zhengwei Guo
    Lai Shi
    Bo Wang
    Gang He
    Yanming Wang
    Gong Chen
    Science China Chemistry, 2019, 62 : 592 - 596
  • [6] Synthesis of α-Arylphosphonates using Copper-Catalyzed α-Arylation and Deacylative α-Arylation of β-Ketophosphonates
    Rout, Laxmidhar
    Regati, Sridhar
    Zhao, Cong-Gui
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (18) : 3340 - 3346
  • [7] Direct C-arylation of β-enamino esters and ketones with arynes
    Ramtohul, Yeeman K.
    Chartrand, Anik
    ORGANIC LETTERS, 2007, 9 (06) : 1029 - 1032
  • [8] Copper(I)-Catalyzed Intramolecular Direct C-Arylation of Azoles with Aryl Bromides
    Huang, Yuan
    Chen, Wei
    Zhao, Dan
    Chen, Chen
    Yin, Huiqing
    Zheng, Likang
    Jin, Ming
    Han, Shiqing
    CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (08) : 1007 - 1010
  • [9] Efficient synthesis of pentasubstituted pyrroles via intramolecular C-arylation
    Lemrova, Barbora
    Malon, Michal
    Soural, Miroslav
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (18) : 3811 - 3816
  • [10] Synthesis of reversible PAD4 inhibitors via copper-catalyzed C-H arylation of benzimidazole
    Zhengwei Guo
    Lai Shi
    Bo Wang
    Gang He
    Yanming Wang
    Gong Chen
    Science China(Chemistry), 2019, 62 (05) : 592 - 596