Ruthenium-Catalyzed [2+2] Cycloadditions of Bicyclic Alkenes with Alkynyl Phosphonates

被引：54

作者：

Cockburn, Neil ^{[1
]}

Karimi, Elham ^{[1
]}

Tam, William ^{[1
]}

机构：

[1] Univ Guelph, Dept Chem, Guelph Waterloo Ctr Grad Work Chem & Biochem, Guelph, ON N1G 2W1, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 15期

基金：

加拿大自然科学与工程研究理事会;

关键词：

INTERMOLECULAR 4+2 CYCLOADDITION; PAUSON-KHAND REACTION; DARSTELLUNG PRIMARER; ACID-DERIVATIVES; STEERING LIGANDS; REACTIVITY; RING; COMPLEXES; COMPONENT; 1-ALKYNYLPHOSPHONATES;

D O I：

10.1021/jo9010206

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ruthenium-catalyzed [2 + 2] cycloadditions of bicyclic alkenes with alkynyl phosphonates were investigated. The phosphonate moieties were found to be compatible with the Ru-catalyzed cycloadditions giving the corresponding cyclobutene cycloadducts in low to excellent yield (up to 96%). Alkynyl phosphonates showed lower reactivity than other heteroatom-substituted alkynes such as alkynyl halides, ynamides, alkynyl sulfides, and alkynyl sulfones and required a higher reaction temperature and much longer reaction time.

引用

页码：5762 / 5765

页数：4

共 80 条

[1] Alkynyl halides in ruthenium(II)-catalyzed [2+2] cycloadditions of bicyclic alkenes [J].