Palladium-Catalyzed Regioselective Silaboration of Pyridines Leading to the Synthesis of Silylated Dihydropyridines

被引：83

作者：

Oshima, Kazuyuki ^{[1
]}

Ohmura, Toshimichi ^{[1
]}

Suginome, Michinori ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Engn, Dept Synthet Chem & Biol Chem, Nishikyo Ku, Kyoto 6158510, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 19期

关键词：

NICKEL/LEWIS ACID CATALYSIS; IRON-SILICON BOND; ENANTIOSELECTIVE ADDITION; AROMATIC-COMPOUNDS; TERMINAL ALKYNES; ASYMMETRIC HYDROGENATION; SELECTIVE ALKENYLATION; DERIVATIVES; COMPLEXES; SALTS;

D O I：

10.1021/ja2020229

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The addition of silylboronic esters to pyridine takes place in toluene at 50 degrees C in the presence of a palladium catalyst to give N-boryl-4-silyl-1,4-dihydropyridines in high yield. The regioselective 1,4-silaboration also proceeds in the reaction of 2-picoline and 3-substituted pyridines, whereas 4-substituted pyridines undergo 1,2-silaboration to give N-boryl-2-silyl-1,2-dihydropyridines regioselectively.

引用

页码：7324 / 7327

页数：4

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