Synthesis of Primary and Secondary Alkylboronates through Site-Selective C(sp3)-H Activation with Silica-Supported Monophosphine-Ir Catalysts

被引：121

作者：

Kawamorita, Soichiro ^{[1
]}

Murakami, Ryo ^{[1
]}

Iwai, Tomohiro ^{[1
]}

Sawamura, Masaya ^{[1
]}

机构：

[1] Hokkaido Univ, Fac Sci, Dept Chem, Sapporo, Hokkaido 0600810, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 08期

关键词：

C-H BONDS; DIRECTED ORTHO BORYLATION; BORONIC ESTERS; REGIOSPECIFIC FUNCTIONALIZATION; DERIVATIVES; ARYLATION; HYDROSILYLATION; OLEFINATION; SCAFFOLDS; INVERSION;

D O I：

10.1021/ja3126239

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The site-selective activation and borylation of unactivated C(sp(3))-H bonds in 2-alkylpyridines to form primary and secondary alkylboronates was achieved using silica-supported monophosphine-Ir catalysts. This borylation occurs selectively at C-H bonds located gamma to the pyridine nitrogen atom. The site-selectivity of this reaction suggests that the C-H bond cleavage occurs with the assistance of a proximity effect due to N-to-Ir coordination.

引用

页码：2947 / 2950

页数：4

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