[4+2] Cycloaddition of o-Xylylenes with Imines Using Palladium Catalyst

被引：35

作者：

Ueno, Satoshi ^{[1
]}

Ohtsubo, Masakazu ^{[1
]}

Kuwano, Ryoichi ^{[1
]}

机构：

[1] Kyushu Univ, Dept Chem, Grad Sch Sci, Higashi Ku, Fukuoka 8128581, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 36期

关键词：

DIELS-ALDER REACTIONS; ORGANIC-SYNTHESIS; ORTHO-QUINODIMETHANES; CARBON BOND; OLEFINS;

D O I：

10.1021/ja905988e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The cycloaddition of o-(silylmethyl)benzylic carbonates with imines proceeded in the presence of the Pd(eta(3)-C3H5)Cp-DPPPent catalyst, affording the tetrahydroisoquinolines in good to high yields. The reaction rate was remarkably increased by a fluoride additive. In the catalytic cycloaddition, the palladium(0) reacted with the benzylic substrate to form 2-palladaindane, which works as an o-xylylene equivalent. The catalytic reaction is equivalent to the hetero-Diets-Alder reaction of o-xylylene with imines.

引用

页码：12904 / +

页数：3

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