阳极活化的烯氧基苯与烯烃之间的电催化形式[2+2]环加成反应。

Electrocatalytic formal [2+2] cycloaddition reactions between anodically activated enyloxy benzene and alkenes.

作者信息

Arata Michiko, Miura Teppei, Chiba Kazuhiro

机构信息

Laboratory of Bio-organic Chemistry, Tokyo University of Agriculture and Technology, Fuchu, Tokyo 183-8509, Japan.

出版信息

Org Lett. 2007 Oct 11;9(21):4347-50. doi: 10.1021/ol7019845. Epub 2007 Sep 15.

DOI:10.1021/ol7019845

PMID:17867701

Abstract

Electrocatalytic formal [2+2] cycloadditions between anodically activated enyloxy benzene and alkenes have been accomplished in a lithium perchlorate/nitromethane electrolyte solution. The enyloxy benzene moiety of these electrolytic substrates played an important role in the formation of a radical cation that could accept nucleophilic alkenes, followed by intramolecular electron transfer between the cyclobutane and phenyl ether moieties of the intermediates.

摘要

在高氯酸锂/硝基甲烷电解质溶液中，阳极活化的烯氧基苯与烯烃之间实现了电催化形式的[2+2]环加成反应。这些电解底物的烯氧基苯部分在形成能接受亲核烯烃的自由基阳离子过程中发挥了重要作用，随后中间体的环丁烷和苯醚部分之间发生分子内电子转移。