Rhodium catalyzed one-step hydroamidation of cyclopentadiene and dicyclopentadiene

被引：16

作者：

Behr, Arno ^{[1
]}

Levikov, Denys ^{[1
]}

Nuerenberg, Edward ^{[1
]}

机构：

[1] Tech Univ Dortmund, Lehrstuhl Tech Chem, D-44227 Dortmund, Germany

来源：

CATALYSIS SCIENCE & TECHNOLOGY | 2015年 / 5卷 / 05期

关键词：

CARBON-MONOXIDE; CHEMISTRY; AMINES; AMIDES; CARBONYLATION; ALKYNES; COBALT;

D O I：

10.1039/c5cy00168d

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A one-step rhodium catalyzed direct route from alkene to amide is presented via the hydroamidation reaction of cyclopentadiene and dicyclopentadiene with pyrrolidine. A homogeneous catalyst of [Rh(cod)Cl](2) without additional phosphorus ligands was established giving a 90% yield of the respective monoamide species of Dcpd with a high TOF of 1060 h(-1). An important side reaction in hydroamidation reactions is the formation of oligomers of dicyclopentadiene. This unwanted reaction could be overcome by the optimum adjustment of the olefin/amine ratio. The desired atom economic hydroamidation, which uses the inexpensive bulk chemicals carbon monoxide and dicyclopentadiene, could be scaled up to a multigram scale with comparable catalyst activity.

引用

页码：2783 / 2787

页数：5

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