Copper-Catalyzed Hydrocarboxylation of Alkynes Using Carbon Dioxide and Hydrosilanes

被引：302
|
作者：
Fujihara, Tetsuaki [1 ]
Xu, Tinghua [1 ]
Semba, Kazuhiko [1 ]
Terao, Jun [1 ]
Tsuji, Yasushi [1 ]
机构：
[1] Kyoto Univ, Dept Energy & Hydrocarbon Chem, Grad Sch Engn, Kyoto 6158510, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 02期
关键词：
carbon dioxide; copper; hydrocarboxylation; N-heterocyclic carbene; silanes; C-H BONDS; ALKENYLBORONIC ESTERS; DIRECT CARBOXYLATION; METAL-COMPLEXES; CO2; REACTIVITY; CYCLOADDITION; DIYNES;
D O I：
10.1002/anie.201006292
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Getting a fix: The copper-catalyzed hydrocarboxylation of alkynes using carbon dioxide in the presence of a hydrosilane, which serves as a reducing agent, has been developed (see scheme). Copper fluorides bearing N-heterocyclic carbene ligands such as IMes and Cl2IPr show high catalytic activities. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：523 / 527
页数：5
相关论文
共 50 条
  • [1] DFT Studies on Copper-Catalyzed Hydrocarboxylation of Alkynes Using CO2 and Hydrosilanes
    Fan, Ting
    Sheong, Fu Kit
    Lin, Zhenyang
    [J]. ORGANOMETALLICS, 2013, 32 (18) : 5224 - 5230
  • [2] Copper-Catalyzed Silacarboxylation of Internal Alkynes by Employing Carbon Dioxide and Silylboranes
    Fujihara, Tetsuaki
    Tani, Yosuke
    Semba, Kazuhiko
    Terao, Jun
    Tsuji, Yasushi
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (46) : 11487 - 11490
  • [3] Palladium-Catalyzed Highly Regioselective Hydrocarboxylation of Alkynes with Carbon Dioxide
    Xiong, Wenfang
    Shi, Fuxing
    Cheng, Ruixiang
    Zhu, Baiyao
    Wang, Lu
    Chen, Pengquan
    Lou, Hongming
    Wu, Wanqing
    Qi, Chaorong
    Lei, Ming
    Jiang, Huanfeng
    [J]. ACS CATALYSIS, 2020, 10 (14): : 7968 - 7978
  • [4] Theoretical study on copper-catalyzed reaction of hydrosilane, alkyne and carbon dioxide: A hydrocarboxylation or a hydrosilylation process ?
    Zhao, Yi
    Liu, Yuxia
    Bi, Siwei
    Liu, Yongjun
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 745 : 166 - 172
  • [5] Carbon Dioxide Mediated Stereoselective Copper-Catalyzed Reductive Coupling of Alkynes and Thiols
    Riduan, Siti Nurhanna
    Ying, Jackie Y.
    Zhang, Yugen
    [J]. ORGANIC LETTERS, 2012, 14 (07) : 1780 - 1783
  • [6] Copper-catalyzed carboxylation reactions using carbon dioxide
    Wang, Sheng
    Du, Gaixia
    Xi, Chanjuan
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (15) : 3666 - 3676
  • [7] Copper-Catalyzed Reduction of Azides with Hydrosilanes
    Chen, Yang
    Yang, Lixin
    Zhang, Xiao
    Deng, Shengqi
    You, Li
    Liu, Yu
    [J]. CHEMISTRYSELECT, 2018, 3 (01): : 96 - 99
  • [8] Copper-Catalyzed Hydroboration of Carbon Dioxide
    Shintani, Ryo
    Nozaki, Kyoko
    [J]. ORGANOMETALLICS, 2013, 32 (08) : 2459 - 2462
  • [9] Copper-catalyzed distannylation of alkynes
    Yoshida, Hiroto
    Shinke, Ayako
    Takaki, Ken
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (99) : 11671 - 11673
  • [10] Copper-catalyzed cross-coupling reactions of bromoalkynols with terminal alkynes in supercritical carbon dioxide
    Jiang, Huan-Feng
    Wang, A-Zhong
    [J]. SYNTHESIS-STUTTGART, 2007, (11): : 1649 - 1654
12345