Nickel-catalyzed silylation of aryl thianthrenium salts with silylzinc pivalates

被引:0
作者
Tian, Zhenfeng [1 ]
Cui, Zhili [1 ]
Hu, Ying [1 ]
Zhang, Jiabin [1 ]
Ruan, Liangjie [1 ]
Li, Jie [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, MOE Key Lab Geriatr Dis & Immunol,Suzhou Key Lab P, Suzhou 215123, Peoples R China
基金
中国国家自然科学基金;
关键词
Catalysis;
D O I
10.1039/d4cc05395h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A nickel-catalyzed C-S silylation of aryl thianthrenium salts with salt-stabilized silylzinc pivalates is disclosed, thus allowing us to rapidly incorporate silyl motifs into aromatics in a site- and chemoselective fashion. This method is distinguished by its ample scope and facile derivatizations of the aryl silanes for increasing functional molecular complexity. Moreover, modular installation of silyl groups into pharmaceutically active molecules provides a new platform for the synthesis of sila-drugs.
引用
收藏
页码:14593 / 14596
页数:4
相关论文
共 50 条
[31]   Nickel-catalyzed synthesis of five-membered heterocycles [J].
Kaur, Navjeet ;
Grewal, Pooja ;
Bhardwaj, Pranshu ;
Devi, Meenu ;
Verma, Yamini .
SYNTHETIC COMMUNICATIONS, 2019, 49 (12) :1543-1577
[32]   Mechanism study on Raney nickel-catalyzed amination of resorcinol [J].
Ge, Xin ;
Pan, Jiong-bin ;
Qian, Chao ;
Feng, Lie ;
Chen, Yun-bin ;
Chen, Xin-zhi .
CATALYSIS COMMUNICATIONS, 2014, 46 :201-207
[33]   α-keto-β-diimine nickel-catalyzed olefin polymerization: Effect of ortho-aryl substituents and preparation of stereoblock copolymers [J].
Sokolohorskyj, Anatolij ;
Zeleznik, Ondrej ;
Cisarova, Ivana ;
Lenz, Johannes ;
Lederer, Albena ;
Merna, Jan .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2017, 55 (15) :2440-2449
[34]   Catalytic coupling of aryl sulfonates with sp2-hybridized nitrogen nucleophiles: Palladium- and nickel-catalyzed synthesis of N-aryl sulfoximines [J].
Bolm, C. ;
Hildebrand, J.P. ;
Rudolph, J. .
Synthesis, 2001, (07) :911-913
[35]   Palladium(0)-catalyzed silylation of aryl halides with triorganosilanes: Synthesis of aryl(2-furyl)silanes [J].
Murata, Miki ;
Ohara, Hiroya ;
Oiwa, Ryo ;
Watanabe, Shinji ;
Masuda, Yuzuru .
SYNTHESIS-STUTTGART, 2006, (11) :1771-1774
[36]   Intermediates in nickel(0)-phosphine complex catalyzed dehydrogenative silylation of olefins [J].
Maciejewski, Hieronim ;
Sydor, Agnieszka ;
Marciniec, Bogdan ;
Kubicki, Maciej ;
Hitchcock, Peter B. .
INORGANICA CHIMICA ACTA, 2006, 359 (09) :2989-2997
[37]   Nickel-catalyzed electrochemical homocoupling of alkenyl halides: Rates and mechanisms [J].
Cannes, C ;
Labbe, E ;
Durandetti, M ;
Devaud, M ;
Nedelec, JY .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1996, 412 (1-2) :85-93
[38]   Temperature-Controlled Mechanochemistry Unlocks the Nickel-Catalyzed Suzuki-Miyaura-Type Coupling of Aryl Sulfamates at Different Scales [J].
Reynes, Javier F. ;
Garcia, Felipe .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (02)
[39]   Electrocatalytic fluoroalkylation of olefins. Nickel-catalyzed polyfluoroalkylation of allylisocyanurates [J].
Yu. B. Dudkina ;
D. Yu. Mikhailov ;
T. V. Gryaznova ;
S. G. Fattakhov ;
Yu. G. Budnikova ;
O. G. Sinyashin .
Russian Chemical Bulletin, 2013, 62 :2362-2366
[40]   Ligand-Free Nickel-Catalyzed Conversion of Aldoximes into Nitriles [J].
Li, Yen-Ting ;
Liao, Bei-Sih ;
Chen, Hsin-Pei ;
Liu, Shiuh-Tzung .
SYNTHESIS-STUTTGART, 2011, (16) :2639-2643