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
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
[41]   Photoinduced Ruthenium-Catalyzed meta-C-H Glycosylation [J].
Poehlmann, Julia ;
Yuan, Binbin ;
Purushothaman, Rajeshwaran ;
Wu, Jun ;
Ackermann, Lutz .
ACS CATALYSIS, 2025, 15 (12) :10542-10549
[42]   Ruthenium-Catalyzed ortho C-H Borylation of Arylphosphines [J].
Fukuda, Kazuishi ;
Iwasawa, Nobuharu ;
Takaya, Jun .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (09) :2850-2853
[43]   Ruthenium-Catalyzed Cascade N- and C(3)-Dialkylation of Cyclic Amines with Alcohols Involving Hydrogen Autotransfer Processes [J].
Sundararaju, Basker ;
Tang, Zhou ;
Achard, Mathieu ;
Sharma, Gangavaram V. M. ;
Toupet, Loic ;
Bruneau, Christian .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) :3141-3146
[44]   Ruthenium catalyzed selective hydrosilylation of aldehydes [J].
Chatterjee, Basujit ;
Gunanathan, Chidambaram .
CHEMICAL COMMUNICATIONS, 2014, 50 (07) :888-890
[45]   Ruthenium-catalyzed ortho alkenylation of aromatic nitriles with activated alkenes via C-H bond activation [J].
Reddy, Mallu Chenna ;
Jeganmohan, Masilamani .
CHEMICAL COMMUNICATIONS, 2015, 51 (53) :10738-10741
[46]   Synthesis of m-Alkylphenols via a Ruthenium-Catalyzed C-H Bond Functionalization of Phenol Derivatives [J].
Li, Gang ;
Gao, Panpan ;
Lv, Xulu ;
Qu, Chen ;
Yan, Qngkai ;
Wang, Ya ;
Yang, Suling ;
Wang, Junjie .
ORGANIC LETTERS, 2017, 19 (10) :2682-2685
[47]   Mechanistic Insights into Grubbs-Type Ruthenium-Complex-Catalyzed Intramolecular Alkene Hydrosilylation: Direct σ-Bond Metathesis in the Initial Stage of Hydrosilylation [J].
Bokka, Apparao ;
Hua, Yuanda ;
Berlin, Adam S. ;
Jeon, Junha .
ACS CATALYSIS, 2015, 5 (06) :3189-3195
[48]   Regioselective Formation of α-Vinylpyrroles from the Ruthenium-Catalyzed Coupling Reaction of Pyrroles and Terminal Alkynes Involving C-H Bond Activation [J].
Gao, Ruili ;
Yi, Chae S. .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (09) :3144-3146
[49]   Photo-Induced Ruthenium-Catalyzed C-H Arylations at Ambient Temperature [J].
Korvorapun, Korkit ;
Struwe, Julia ;
Kuniyil, Rositha ;
Zangarelli, Agnese ;
Casnati, Anna ;
Waeterschoot, Marjo ;
Ackermann, Lutz .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (41) :18103-18109
[50]   Hydrosilylation reaction of ethylene with triethoxysilane catalyzed by ruthenium halides and promoted by cuprous halides [J].
Liu, Ling ;
Li, Xiaonian ;
Dong, Hong ;
Wu, Chuan .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 745 :454-459