Transition-Metal-Catalyzed Cross-Coupling of Chlorosilanes

被引：5

作者：

Yang, Ying-Hui ^{[1
]}

Pang, Xiaobo ^{[1
]}

Shu, Xing-Zhong ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem SKLAOC, Coll Chem & Chem Engn, 222 South Tianshui Rd, Lanzhou 730000, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2022年 / 55卷 / 06期

基金：

中国国家自然科学基金;

关键词：

organosilanes; chlorosilanes; cross-coupling; silylation; nickel; synthetic methodology; ARYL HALIDES; ALLYL ETHERS; SILYLATION; SILANES; OLEFINS; HYDROSILYLATION; HYDROSILANES; ALLYLSILANES; SECONDARY;

D O I：

10.1055/s-0042-1751398

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chlorosilanes are the most accessible feedstock chemical in the organosilicon world. Cross-coupling involving chlorosilanes by tran-sition metal catalysis offers a promising way for the production of organosilanes, which play essential roles in many important research areas, including agriculture, medicinal chemistry, and material science. This chemistry is firstly realized by coupling chlorosilanes with organometal-lic species and then extended to the silyl-Heck reaction with alkenes. Very recently, the cross-electrophile coupling of chlorosilanes has also been established. In this review, we summarize the progress of this chemistry.1 Introduction2 Cross-Coupling of Chlorosilanes with Organometallic Reagents3 The Silyl-Heck Reaction of Chlorosilanes and Alkenes4 Reductive Cross-Coupling of Chlorosilanes with Electrophiles5 Summary and Outlook

引用

页码：868 / 876

页数：9

共 57 条

[1] C(sp3)-Si Cross-Coupling [J].

Baehr, Susanne ;

Xue, Weichao ;

Oestreich, Martin .

ACS CATALYSIS, 2019, 9 (01) :16-24

[2]

Behr A, 2002, ADV SYNTH CATAL, V344, P1142, DOI 10.1002/1615-4169(200212)344:10<1142::AID-ADSC1142>3.0.CO

[3]

2-P

[4] Palladium-catalyzed Si-C bond-forming silylation of aryl iodides with hydrosilanes: an enhanced enantioselective synthesis of silicon-stereogenic silanes by desymmetrization [J].

Chen, Li ;

Huang, Jiang-Bo ;

Xu, Zheng ;

Zheng, Zhan-Jiang ;

Yang, Ke-Fang ;

Cui, Yu-Ming ;

Cao, Jian ;

Xu, Li-Wen .

RSC ADVANCES, 2016, 6 (71) :67113-67117

[5] Silicon-Carbon Bond Formation via Nickel-Catalyzed Cross-Coupling of Silicon Nucleophiles with Unactivated Secondary and Tertiary Alkyl Electrophiles [J].

Chu, Crystal K. ;

Liang, Yufan ;

Fu, Gregory C. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (20) :6404-6407

[6] Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction [J].

Cinderella, Andrew P. ;

Vulovic, Bojan ;

Watson, Donald A. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (23) :7741-7744

[7] Advances in Base-Metal-Catalyzed Alkene Hydrosilylation [J].

Du, Xiaoyong ;

Huang, Zheng .

ACS CATALYSIS, 2017, 7 (02) :1227-1243

[8] Nickel-Catalyzed Cross-Electrophile C(sp3)-Si Coupling of Unactivated Alkyl Bromides with Vinyl Chlorosilanes [J].

Duan, Jicheng ;

Wang, Yuquan ;

Qi, Liangliang ;

Guo, Peng ;

Pang, Xiaobo ;

Shu, Xing-Zhong .

ORGANIC LETTERS, 2021, 23 (20) :7855-7859

[9] Cross-Electrophile C(sp2)-Si Coupling of Vinyl Chlorosilanes [J].

Duan, Jicheng ;

Wang, Ke ;

Xu, Guang-Li ;

Kang, Shaolin ;

Qi, Liangliang ;

Liu, Xue-Yuan ;

Shu, Xing-Zhong .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (51) :23083-23088

[10] Suzuki-type cross coupling between aryl halides and silylboranes for the syntheses of aryl silanes [J].

Guo, Huifang ;

Chen, Xiao ;

Zhao, Chunliang ;

He, Wei .

CHEMICAL COMMUNICATIONS, 2015, 51 (98) :17410-17412

← 1 2 3 4 5 6 →