Copper-catalyzed C(sp)-C(sp2) oxidative cross coupling reaction to access to methyl arylpropiolates at room temperature

被引：12

作者：

Min, Jinghong ^{[1
]}

Zheng, Zhanjiang ^{[1
]}

Huang, Shuaishuai ^{[1
]}

He, Rongrong ^{[1
]}

Xu, Zheng ^{[1
]}

Bouillon, Jean Philippe ^{[2
]}

Xu, Liwen ^{[1
]}

机构：

[1] Hangzhou Normal Univ, Key Lab Organosilicon Chem & Mat Technol, Minist Educ, Hangzhou 311121, Peoples R China

[2] Normandie Univ, INSA Rouen, UNIROUEN, CNRS,UMR 6014, F-76000 Rouen, France

来源：

GREEN SYNTHESIS AND CATALYSIS | 2021年 / 2卷 / 04期

关键词：

Oxidative cross coupling; Copper catalysis; Si-C bond Cleavage; Pentacoordinate silane; Cs2CO3; activation;

D O I：

10.1016/j.gresc.2021.09.003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first and environmentally benign oxidative cross coupling of stable trimethylsilylalkynoate with different arylboronic acids was developed. This reaction proceeded efficiently in the presence of Cu(OAc)(2) at room tem-perature through the activation of Si-C bond by catalytic Cs2CO3, providing various methyl arylpropiolates in good yields with a broad substrate scope under mild conditions.

引用

页码：350 / 355

页数：6

共 50 条

[31] Nickel-catalyzed C(sp2)–C(sp2) Cross Coupling Reactions of Sulfur-Functionalities and Grignard Reagents
Chika I. Someya
Maik Weidauer
Stephan Enthaler
Catalysis Letters, 2013, 143 : 424 - 431
[32] Copper-Catalyzed C(sp3)-C(sp2) Cross-Coupling: Synthesis of 4-Aryl-2-alkylamino-3-nitro-4H-chromenes
Rao, H. Surya Prakash
Rao, A. Veera Bhadra
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (17) : 3646 - 3655
[33] Regioselective Alkylpolyfluoroarylation of Styrenes by Copper-Catalyzed C(sp3)-H and C(sp2)-H Double Activation
Zheng, Chenggong
Yan, Fangpei
Liu, Yaomei
Chen, Rui
Zheng, Kaiting
Xiao, Hua
Li, Xiao-Xuan
Feng, Yi-Si
Fan, Shilu
ORGANIC LETTERS, 2022, 24 (29) : 5462 - 5467
[34] Copper-Catalyzed C(sp2)-S Coupling Reactions for the Synthesis of Aryl Dithiocarbamates with Thiuram Disulfide Reagents
Dong, Zhi-Bing
Liu, Xing
Bolm, Carsten
ORGANIC LETTERS, 2017, 19 (21) : 5916 - 5919
[35] Copper-catalyzed direct acyloxylation of C(sp2)-H bonds with Benzoic acids
Sheng Zhao
Fa-Jie Chen
Bin Liu
Bing-Feng Shi
Science China Chemistry, 2015, 58 : 1302 - 1309
[36] Copper-catalyzed gem-difluoromethylenation of C(sp2)-H bonds of alkenes
Xu, Hui
Wang, Dejing
Chen, Yunrong
Wan, Wen
Deng, Hongmei
Ma, Kesen
Wu, Shaoxiong
Hao, Jian
Jiang, Haizhen
ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (07): : 1239 - 1243
[37] Cobalt-Catalyzed C(sp2)-C(sp3) Suzuki-Miyaura Cross Coupling
Ludwig, Jacob R.
Simmons, Eric M.
Wisniewski, Steven R.
Chirik, Paul J.
ORGANIC LETTERS, 2021, 23 (03) : 625 - 630
[38] Stereoretentive Copper-Catalyzed Directed Thioglycosylation of C(sp2)-H Bonds of Benzamides
Chabrier, Amelie
Bruneau, Alexandre
Benmahdjoub, Sara
Benmerad, Belkacem
Belaid, Sabrina
Brion, Jean-Daniel
Alami, Mouad
Messaoudi, Samir
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (42) : 15006 - 15010
[39] Copper-catalyzed direct acyloxylation of C(sp2)-H bonds with Benzoic acids
Zhao, Sheng
Chen, Fa-Jie
Liu, Bin
Shi, Bing-Feng
SCIENCE CHINA-CHEMISTRY, 2015, 58 (08) : 1302 - 1309
[40] Copper-Catalyzed Site-Selective C(sp2)-H Alkynylation of Allenes
Duan, Xiu
Jin, Qihao
Wang, Kaifeng
Sun, Yifan
Wei, Youhao
Wang, Zheng
Qiu, Jiang-Kai
Guo, Kai
Bao, Xiaoguang
Wu, Xinxin
ACS CATALYSIS, 2024, 14 (17): : 13219 - 13226

← 1 2 3 4 5 →