Gold-catalyzed cascade C-C and C-N bond formation: synthesis of polysubstituted indolequinones and pyrroles

被引：35
|
作者：
Abdukader, Ablimit [1 ,2 ]
Xue, Qicai [1 ]
Lin, Aijun [1 ]
Zhang, Ming [1 ]
Cheng, Yixiang [1 ]
Zhu, Chengjian [1 ]
机构：
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China
[2] Xinjiang Univ, Sch Chem & Chem Engn, Urumqi 830046, Peoples R China
来源：
TETRAHEDRON LETTERS | 2013年 / 54卷 / 44期
基金：
高等学校博士学科点专项科研基金;
关键词：
Gold catalysis; Cascade reaction; Pyrrole; Indolequinone; Enamine; FREE-RADICAL REACTIONS; EFFICIENT APPROACH; CARBONYL-COMPOUNDS; 2-AMINO-1,4-NAPHTHOQUINONES; INHIBITORS; ALKALOIDS; DERIVATIVES; CYCLIZATION; HETEROATOM; OXIDANT;
D O I：
10.1016/j.tetlet.2013.08.100
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The combination of Ph3PAuCl and AgoTf was proven to be an efficient catalyst for the cascade C-C and C-N bond formation reactions from enamines and bromoquinones or nitroolefins. This protocol affords a straightforward method for the synthesis of polysubstituted indolequinones and pyrroles in good yields. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5898 / 5900
页数：3
相关论文
共 50 条
  • [41] One-Pot Access to peri-Condensed Heterocycles via Manganese-Catalyzed Cascade C-N and C-C Bond Formation
    Yu, Yunliang
    Feng, Yadong
    Chauvin, Remi
    Ma, Shuangshuang
    Wang, Lianhui
    Cui, Xiuling
    ORGANIC LETTERS, 2018, 20 (14) : 4209 - 4212
  • [42] NEW SYNTHETIC METHODS OF PYRAZINOISOQUINOLINES BY SIMULTANEOUS C-N AND C-C BOND FORMATION
    KIM, CS
    KIM, JH
    LEE, NJ
    HETEROCYCLES, 1984, 21 : 661 - 661
  • [43] Synthesis of highly functionalized organobismuth reagents and use in C-C, C-O, and C-N bond formation
    Gagnon, Alexandre
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [44] Chromium-catalyzed sustainable C-C and C-N bond formation: C-alkylation and Friedländer quinoline synthesis using alcohols
    Atreya, Vaishnavi
    Jalwal, Sachin
    Chakraborty, Subrata
    DALTON TRANSACTIONS, 2025, 54 (03) : 1212 - 1221
  • [45] New look of potassium allyltrifluoroborates in C-C and C-N bond formation reactions
    Al-Masum, Mohammad
    Liu, Kwei
    Ng, Eunice
    Wai, Maya
    Alam, Shahrina
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
  • [46] Developments towards synthesis of N-heterocycles from amidines via C-N/C-C bond formation
    Guo, Wei
    Zhao, Mingming
    Tan, Wen
    Zheng, Lvyin
    Tao, Kailiang
    Fan, Xiaolin
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (13) : 2120 - 2141
  • [47] Gold-catalyzed formation of C-O and C-C bonds: An efficient domino reaction synthesis of functionalized furans
    Guo, Pengfeng
    CATALYSIS COMMUNICATIONS, 2015, 68 : 58 - 60
  • [48] Recent advances in nickel-catalyzed C-C and C-N bond formation via HA and ADC reactions
    Subaramanian, Murugan
    Sivakumar, Ganesan
    Balaraman, Ekambaram
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (19) : 4213 - 4227
  • [49] Assembly of Substituted 2-Alkylquinolines by a Sequential Palladium-Catalyzed C-N and C-C Bond Formation
    Matsubara, Yoshio
    Hirakawa, Saori
    Yamaguchi, Yoshihiro
    Yoshida, Zen-ichi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (33) : 7670 - 7673
  • [50] Recent advances in Co-catalyzed C-C and C-N bond formation via ADC and ATH reactions
    Zhang, Meng-Juan
    Ge, Xiao-Lan
    Young, David J.
    Li, Hong-Xi
    TETRAHEDRON, 2021, 93
12345