Functionalization of [60]Fullerene via Palladium-Catalyzed C-H Bond Activation

被引:40
|
作者
Wang, Guan-Wu [1 ,2 ]
机构
[1] Univ Sci & Technol China, Natl Lab Phys Sci Microscale, CAS Key Lab Soft Matter Chem, iChEM Collaborat Innovat Ctr Chem Energy Mat, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
关键词
60]Fullerene; Annulation; Carbocycle; C-H activation; Heterocycle; Palladium catalyst; DECARBOXYLATIVE ORTHO-ACYLATION; PD(II)-CATALYZED AMINATION; ANILIDES; HETEROANNULATION; TETRAALLYLATION; CONSTRUCTION; SULFONAMIDES; ALKOXYLATION; DERIVATIVES; FULLERENE;
D O I
10.1007/3418_2015_128
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The palladium-catalyzed C-H bond activation strategy has been successfully applied to fullerene chemistry, and several types of [60] fullerene-fused heterocycles and carbocycles have been obtained. The synthesis of [60] fullerene-fused indolines, isoquinolinones, azepines, tetrahydroisoquinolines, tetrahydrobenzazepines, sultones, tetrahydrobenzooxepines/isochromans, and dihydrophenanthrenes has been achieved by the palladium-catalyzed reactions of [60] fullerene with anilides, benzamides, N-sulfonyl-2-aminobiaryls, N-benzyl sulfonamides, N-(2-arylethyl) sulfonamides, arylsulfonic acids, 2-phenylethyl/benzyl alcohols, and 2-arylbenzoic acids, respectively.
引用
收藏
页码:119 / 136
页数:18
相关论文
共 50 条
  • [1] Palladium-Catalyzed Heteroannulation of [60]Fullerene with Anilides via C-H Bond Activation
    Zhu, Bo
    Wang, Guan-Wu
    ORGANIC LETTERS, 2009, 11 (19) : 4334 - 4337
  • [2] Palladium-Catalyzed Decarboxylative Annulation of 2-Arylbenzoic Acids with [60]Fullerene via C-H Bond Activation
    Zhou, Dian-Bing
    Wang, Guan-Wu
    ORGANIC LETTERS, 2015, 17 (05) : 1260 - 1263
  • [3] Synthesis of [60]fullerene-fused dihydrobenzooxazepines via the palladium-catalyzed oxime-directed C-H bond activation and subsequent electrochemical functionalization
    Wang, Chen
    Liu, Zhan
    Yin, Zheng-Chun
    Wang, Guan-Wu
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (17) : 2518 - 2525
  • [4] Palladium-Catalyzed Annulation via Acyl C-H Bond Activation
    Chen, Gui
    Yu, Yinghua
    Huang, Xueliang
    SYNLETT, 2018, 29 (16) : 2087 - 2092
  • [5] Palladium-catalyzed heteroannulation of [60]fullerene with N-(2-arylethyl) sulfonamides via C-H bond activation
    Su, Yi-Tan
    Wang, You-Liang
    Wang, Guan-Wu
    ORGANIC CHEMISTRY FRONTIERS, 2014, 1 (06): : 689 - 693
  • [6] Palladium-catalyzed C-H bond functionalization of amine derivatives
    Nadres, Enrico T.
    Daugulis, Olafs
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [7] Palladium-Catalyzed C-H Bond Functionalization with Arylsulfonyl Chlorides
    Zhao, Xiaodan
    Dimitrijevic, Elena
    Dong, Vy M.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (10) : 3466 - +
  • [8] Palladium-Catalyzed Allylic C-H Bond Functionalization of Olefins
    Liu, Guosheng
    Wu, Yichen
    C-H ACTIVATION, 2010, 292 : 195 - 209
  • [9] Ortho-Functionalization of 2-Phenoxypyrimidines via Palladium-Catalyzed C-H Bond Activation
    Gu, Shaojin
    Chen, Chao
    Chen, Wanzhi
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (18): : 7203 - 7206
  • [10] Palladium-catalyzed enantioselective C-H functionalization via C-H palladation
    Zhan, Bei-Bei
    Jin, Liang
    Shi, Bing-Feng
    TRENDS IN CHEMISTRY, 2022, 4 (03): : 220 - 235