C-C Bond Formation via C-H Bond Activation Under Protic Conditions: On the Role of Phosphane Ligand and Cosolvent

被引：34

作者：

Simon, Marc-Olivier ^{[1
]}

Genet, Remi Martinez Jean-Pierre ^{[1
]}

Darses, Sylvain ^{[1
]}

机构：

[1] Ecole Natl Super Chim Paris, Lab Charles Friedel, CNRS, UMR 7223, F-75231 Paris 05, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 01期

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; DIRECT ARYLATION; CATALYTIC ADDITION; HETEROAROMATIC-COMPOUNDS; AROMATIC KETONES; ATOM ECONOMY; HYDROARYLATION; FUNCTIONALIZATION; OLEFINS; ARENES;

D O I：

10.1021/jo902264u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Effective conditions for the hydroarylation of vinyl-silanes, allowing functionalization of various aromatic ketones in good yields at low temperature, using isopropanol, a protic solvent, are reported. Moreover, conducting this C-C bond-forming reaction Under conditions similar to those used for hydride transfer reduction, the reduction of the ketone could be suppressed, simply by using acetone cosolvent as hydride acceptor. This reaction, conducted with an inexpensive and nontoxic solvent, constitutes the first C(sp(2))-H activation Under protic conditions with low-valent ruthenium complexes.

引用

页码：208 / 210

页数：3

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