The direct carboxylation of terminal alkynes with carbon dioxide

被引：133
|
作者：
Yu Dingyi [1 ]
Zhang Yugen [1 ]
机构：
[1] Inst Bioengn & Nanotechnol, Singapore 138669, Singapore
来源：
GREEN CHEMISTRY | 2011年 / 13卷 / 05期
关键词：
CATALYZED DIRECT CARBOXYLATION; C-H BONDS; CO2; CYCLOADDITION; CONVERSION; ALDEHYDES; REAGENTS; METHANOL; LIGANDS; ESTERS;
D O I：
10.1039/c0gc00819b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple and straight-forward method has been developed for direct carboxylation of terminal alkynes using CO2 as the C1 carbon feedstock. The direct C-H bond functionalization is achieved with Cs2CO3 as the base and in the absence of transition metal catalyst. Various propiolic acids were synthesized in good to excellent yields with a wide substrate scope and a good functional groups tolerance. This is a more atom- and step-economic protocol with great potential in practical application.
引用
收藏
页码：1275 / 1279
页数：5
相关论文
共 50 条
  • [1] Unsupported Nanoporous Copper Catalyst for the Carboxylation of Terminal Alkynes with Carbon Dioxide
    Xu, Linxing
    Wang, Yunpeng
    Song, Jiliang
    Feng, Xiujuan
    Wu, Chaolin
    Lu, Wenchao
    Yamamoto, Yoshinori
    Bao, Ming
    [J]. CHEMCATCHEM, 2024,
  • [2] Catalytic C-H Carboxylation of Terminal Alkynes with Carbon Dioxide
    Manjolinho, Filipe
    Arndt, Matthias
    Goossen, Kaethe
    Goossen, Lukas J.
    [J]. ACS CATALYSIS, 2012, 2 (09): : 2014 - 2021
  • [3] The direct carboxylation of terminal alkynes with carbon dioxide using Copper-Conjugated Microporous Polymer as Catalyst
    Xie, Yong
    He, Bi-Feng
    Huang, Nian-Yu
    Deng, Wei-Qiao
    [J]. ADVANCES IN CHEMICAL, MATERIAL AND METALLURGICAL ENGINEERING, PTS 1-5, 2013, 634-638 : 612 - 615
  • [4] CuII-exchanged montmorillonite K10 clay-catalyzed direct carboxylation of terminal alkynes with carbon dioxide
    Aher, Ravindra D.
    Gade, Madhuri H.
    Reddy, R. Santhosh
    Sudalai, Arumugam
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 2012, 51 (9-10): : 1325 - 1329
  • [5] Titanium-mediated carboxylation of alkynes with carbon dioxide
    Six, Y
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (07) : 1157 - 1171
  • [6] Metal-promoted Carboxylation of Alkynes/allenes with Carbon Dioxide
    Guo, Chun-Xiang
    Yu, Bing
    Ma, Ran
    He, Liang-Nian
    [J]. CURRENT GREEN CHEMISTRY, 2015, 2 (01) : 14 - 25
  • [7] Direct carboxylation of aryl halides with carbon dioxide
    Hung Tran-Vu
    Daugulis, Olafs
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [8] Carboxylation of Terminal Alkynes with Carbon Dioxide Catalyzed by Poly(N-Heterocyclic Carbene)-Supported Silver Nanoparticles
    Yu, Dingyi
    Tan, Mei Xuan
    Zhang, Yugen
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (06) : 969 - 974
  • [9] Nickel-Catalyzed Double Carboxylation of Alkynes Employing Carbon Dioxide
    Fujihara, Tetsuaki
    Horimoto, Yuichiro
    Mizoe, Taiga
    Sayyed, Fareed Bhasha
    Tani, Yosuke
    Terao, Jun
    Sakaki, Shigeyoshi
    Tsuji, Yasushi
    [J]. ORGANIC LETTERS, 2014, 16 (18) : 4960 - 4963
  • [10] Transition metal-free carboxylation of terminal alkynes with carbon dioxide through dual activation: Synthesis of propiolic acids
    Wang, Wan-Hui
    Feng, Xiujuan
    Sui, Kun
    Fang, Dingqiao
    Bao, Ming
    [J]. JOURNAL OF CO2 UTILIZATION, 2019, 32 : 140 - 145
12345