Alkali Metal-Hydroxide-Catalyzed C(sp)-H Bond silylation

被引:82
|
作者
Toutov, Anton A. [1 ]
Betz, Kerry N. [1 ]
Schuman, David P. [1 ]
Liu, Wen-Bo [1 ]
Fedorov, Alexey [1 ,2 ]
Stoltz, Brian M. [1 ]
Grubbs, Robert H. [1 ]
机构
[1] CALTECH, Div Chem & Chem Engn, Pasadena, CA 91125 USA
[2] Swiss Fed Inst Technol, Dept Chem & Appl Biosci, Vladimir Prelog Weg 2, CH-8093 Zurich, Switzerland
基金
美国国家科学基金会; 加拿大自然科学与工程研究理事会;
关键词
TERMINAL ALKYNES; GREEN CHEMISTRY; DEHYDROGENATIVE SILYLATION; ORGANOMETALLIC CHEMISTRY; AROMATIC HETEROCYCLES; CHEMICAL-SYNTHESIS; COUPLING REACTIONS; ORGANIC-SYNTHESIS; SILICON; HYDROSILANES;
D O I
10.1021/jacs.6b12114
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Disclosed is a mild, scalable, and chemoselective catalytic cross-dehydrogenative C-H bond functionalization protocol for the construction of C(sp)-Si bonds in a single step. The scope of the alkyne and hydrosilane partners is substantial, providing an entry point into various organosilane building blocks and additionally enabling the discovery of a number of novel synthetic strategies. Remarkably, the optimal catalysts are NaOH and KOH.
引用
收藏
页码:1668 / 1674
页数:7
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