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
来源：
C-H BOND ACTIVATION AND CATALYTIC FUNCTIONALIZATION I | 2016年 / 55卷
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] Synthesis of [60]Fullerene-Fused Tetralones via Palladium-Catalyzed Ketone-Directed sp2 C-H Activation and sp3 C-H Functionalization
    Zhou, Dian-Bing
    Wang, Guan-Wu
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (10) : 1548 - 1554
  • [3] 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
  • [4] 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
  • [5] Heterocycle Formation via Palladium-Catalyzed C-H Functionalization
    Mei, Tian-Sheng
    Kou, Lei
    Ma, Sandy
    Engle, Keary M.
    Yu, Jin-Quan
    SYNTHESIS-STUTTGART, 2012, 44 (12): : 1778 - 1791
  • [6] Palladium-Catalyzed Annulation via Acyl C-H Bond Activation
    Chen, Gui
    Yu, Yinghua
    Huang, Xueliang
    SYNLETT, 2018, 29 (16) : 2087 - 2092
  • [7] 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
  • [8] Palladium-Catalyzed Oxirane-Opening Reaction with Arenes via C-H Bond Activation
    Wang, Zhen
    Kuninobu, Yoichiro
    Kanai, Motomu
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (19) : 6140 - 6143
  • [9] Palladium-Catalyzed Regioselective Alkoxylation via C-H Bond Activation in the Dihydrobenzo[c]acridine Series
    Large, Benjamin
    Bourdreux, Flavien
    Damond, Aurelie
    Gaucher, Anne
    Prim, Damien
    CATALYSTS, 2018, 8 (04):
  • [10] CARBOXYLATION OF ALKANES WITH CARBON-MONOXIDE VIA PALLADIUM-CATALYZED C-H BOND ACTIVATION
    TAKAKI, K
    NAKATA, K
    TANIGUCHI, Y
    FUJIWARA, Y
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1994, 52 (10) : 809 - 818
12345