Ruthenium-catalyzed hydrosilylation of C=N bond in benzothiazole

被引：7

作者：

Kucinski, Krzysztof ^{[1
]}

Hreczycho, Grzegorz ^{[1
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, Umultowska 89b, PL-61614 Poznan, Poland

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2017年 / 846卷

关键词：

Hydrosilylation; Benzothiazole; Silanes; Homogeneous catalysis; N-silylated products; SI-H BONDS; CARBONYL; COMPLEXES; REDUCTION; LIGAND; DISPROPORTIONATION; TRIETHOXYSILANE; CHEMISTRY; ARYLATION; PYRIDINE;

D O I：

10.1016/j.jorganchem.2017.07.007

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Various tertiary hydrosilanes are shown to be compatible with ruthenium-catalyzed hydrosilylation of carbon-nitrogen double bond in benzothiazole. The addition reaction was successfully performed by using a catalytic amount of Ru-3(CO)(12). The products were isolated and characterized by IR, H-1 NMR, C-13 NMR, Si-29 NMR, HRMS and MS analysis. This is the first example for the catalytic hydrosilylation of benzothiazole. (C) 2017 Elsevier B.V. All rights reserved.

引用

收藏

页码：321 / 325

页数：5

相关论文

共 50 条

[21] Ruthenium-Catalyzed Hydroarylation of Methylenecyclopropanes through C-H Bond Cleavage: Scope and Mechanism [J].

Ackermann, Lutz ;

Kozhushkov, Sergei I. ;

Yufit, Dmitry S. .

CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (38) :12068-12077

[22] Selective Ruthenium-Catalyzed N-Alkylation of Indoles by Using Alcohols [J].

Baehn, Sebastian ;

Imm, Sebastian ;

Mevius, Kathleen ;

Neubert, Lorenz ;

Tillack, Annegret ;

Williams, Jonathan M. J. ;

Beller, Matthias .

CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (12) :3590-3593

[23] Ruthenium-catalyzed propargylic reduction of propargylic alcohols with silanes [J].

Nishibayashi, Yoshiaki ;

Shinoda, Akira ;

Miyake, Yoshihiro ;

Matsuzawa, Hiroshi ;

Sato, Mitsunobu .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (29) :4835-4839

[24] Ruthenium-catalyzed dealkenative N-silylation of amines by substituted vinylsilanes [J].

Marciniec, Bogdan ;

Kostera, Sylwia ;

Wyrzykiewicz, Bozena ;

Pawluc, Piotr .

DALTON TRANSACTIONS, 2015, 44 (02) :782-786

[25] Ruthenium-Catalyzed Hydrocarboxylation of Internal Alkynes [J].

Jeschke, Janine ;

Engelhardt, Tony B. ;

Lang, Heinrich .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (08) :1548-1554

[26] Ruthenium-Catalyzed Transvinylation - New Insights [J].

Ziriakus, Jennifer ;

Zimmermann, Teresa K. ;

Poethig, Alexander ;

Drees, Markus ;

Haslinger, Stefan ;

Jantke, Dominik ;

Kuehn, Fritz E. .

ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (14-15) :2845-2859

[27] Ruthenium-Catalyzed Hydrogenation of Bicarbonate in Water [J].

Federsel, Christopher ;

Jackstell, Ralf ;

Boddien, Albert ;

Laurenczy, Gabor ;

Beller, Matthias .

CHEMSUSCHEM, 2010, 3 (09) :1048-1050

[28] Experimental and Computational Studies of the Ruthenium-Catalyzed Hydrosilylation of Alkynes: Mechanistic Insights into the Regio- and Stereoselective Formation of Vinylsilanes [J].

Gao, Ruili ;

Pahls, Dale R. ;

Cundari, Thomas R. ;

Yi, Chae S. .

ORGANOMETALLICS, 2014, 33 (23) :6937-6944

[29] Sequential Ruthenium(II)-Acetate Catalyzed C–H Bond Diarylation in NMP or Water and Hydrosilylation of Imines [J].

Bin Li ;

Charles B. Bheeter ;

Christophe Darcel ;

Pierre H. Dixneuf .

Topics in Catalysis, 2014, 57 :833-842

[30] Ruthenium-Catalyzed C-H Bond Activation of Michael Acceptors: An Unusual Reactivity Leading to Allylsilanes [J].

Simon, Marc-Olivier ;

Martinez, Remi ;

Genet, Jean-Pierre ;

Darses, Sylvain .

ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (1-2) :153-157

← 1 2 3 4 5 →