Recent developments in copper-catalyzed reactions of diazo compounds

被引:320
|
作者
Zhao, Xia [1 ]
Zhang, Yan [2 ]
Wang, Jianbo [2 ]
机构
[1] Tianjin Normal Univ, Tianjin Key Lab Struct & Performance Funct Mol, Coll Chem, Tianjin 300387, Peoples R China
[2] Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Beijing Natl Lab Mol Sci,Minist Educ, Beijing 100871, Peoples R China
基金
中国国家自然科学基金;
关键词
H INSERTION REACTIONS; HIGHLY ENANTIOSELECTIVE INSERTION; ALPHA-DIAZOCARBONYL COMPOUNDS; MEDIATED DIRECT ARYLATION; ORGANIC-SYNTHESIS; CYCLOPROPANATION REACTIONS; 3-COMPONENT REACTION; CARBENOID INSERTION; TERMINAL ALKYNES; SULFUR YLIDES;
D O I
10.1039/c2cc34406h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Copper-catalyzed reaction of diazo compounds generates copper carbene intermediates that undergo diverse transformations. In recent years, the selectivity and efficiency of these important conversions have been further improved. In particular, breakthroughs have been made in catalytic asymmetric polar X-H bond insertion reactions. Moreover, novel transformations based on copper carbene, namely copper-catalyzed cross-couplings of diazo compounds, have emerged as powerful methods for carbon-carbon bond formations. This feature article summarizes the most recent developments in this area.
引用
收藏
页码:10162 / 10173
页数:12
相关论文
共 50 条
  • [21] Regioselective copper-catalyzed aminoborylation of styrenes with bis(pinacolato)diboron and diazo compounds
    Huo, Jingfeng
    Xue, Yazhen
    Wang, Jianbo
    CHEMICAL COMMUNICATIONS, 2018, 54 (86) : 12266 - 12269
  • [22] HIGHLY EFFECTIVE CATALYTIC METHODS FOR YLIDE GENERATION FROM DIAZO-COMPOUNDS - MECHANISM OF THE RHODIUM-CATALYZED AND COPPER-CATALYZED REACTIONS WITH ALLYLIC COMPOUNDS
    DOYLE, MP
    TAMBLYN, WH
    BAGHERI, V
    JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (25): : 5094 - 5102
  • [23] Recent progress in copper-catalyzed cross-coupling reactions
    Deng, W
    Liu, L
    Guo, QX
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2004, 24 (02) : 150 - 165
  • [24] Copper-catalyzed yne-allylic substitutions: concept and recent developments
    Yang, Shuang
    Fang, Xinqiang
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2024, 20 : 2739 - 2775
  • [25] Recent advances and perspectives in copper-catalyzed Sonogashira coupling reactions
    Thomas, Anns Maria
    Sujatha, Asha
    Anilkumar, Gopinathan
    RSC ADVANCES, 2014, 4 (42): : 21688 - 21698
  • [26] Copper-catalyzed asymmetric N-H insertion reactions:: Couplings of diazo compounds with carbamates to generate α-amino acids
    Lee, Elaine C.
    Fu, Gregory C.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (40) : 12066 - +
  • [27] Recent Advances in Copper-Catalyzed Silyl Addition of Unsaturated Compounds
    Han Biao
    Li Weishuang
    Chen Shuhan
    Zhang Zelang
    Zhao Xue
    Zhang Yaoyao
    Zhu Lei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (02) : 555 - 572
  • [28] Copper-catalyzed asymmetric N-H insertion reactions: Couplings of diazo compounds with carbamates to generate α-amino acids
    Lee, Elaine C.
    Fu, Gregory C.
    Journal of the American Chemical Society, 2007, 129 (40): : 12066 - 12067
  • [29] Copper-Catalyzed Cycloadditions of Diazo Compounds with Imidazolidines/Hexahydropyrimidines for the Syntheses of N-Heterocycles
    Zhu, Yuqi
    Yang, Liangliang
    Zhang, Xue
    Xu, Wendi
    He, Jieyin
    Wang, Haiyang
    Lang, Ming
    Peng, Shiyong
    ORGANIC LETTERS, 2022, 24 (35) : 6443 - 6448
  • [30] In Situ Generation of Quinolinium Ylides from Diazo Compounds: Copper-Catalyzed Synthesis of Indolizine
    Chen, Rongxiang
    Zhao, Yanwei
    Sun, Hongmei
    Shao, Ying
    Xu, Yudong
    Ma, Meihua
    Ma, Liang
    Wan, Xiaobing
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (18): : 9291 - 9304