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通过光氧化还原反应,利用烷基 N-羟基邻苯二甲酰亚胺酯和芳烃进行苯乙烯的烷基芳基化反应,涉及 C-H 官能化。

The photoredox alkylarylation of styrenes with alkyl N-hydroxyphthalimide esters and arenes involving C-H functionalization.

机构信息

Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang Hangkong University, Nanchang 330063, China.

出版信息

Chem Commun (Camb). 2019 Dec 18;55(97):14637-14640. doi: 10.1039/c9cc07494e. Epub 2019 Nov 20.

Abstract

The In(OTf)-promoted three-component photoredox alkylarylation of styrenes with alkyl NHP esters and arenes to access alkylated arene derivatives through C-C bond cleavage and C-H functionalization is reported. By utilizing visible-light photoredox catalysis, alkyl N-hydroxyphthalimide esters serving as alkyl carbon-centered radicals and a wide range of arenes (e.g., indoles, pyrrole, and electron-rich arenes) as nucleophiles were used to enable the introduction of various alkyl groups and aryl groups across the C[double bond, length as m-dash]C bonds with excellent selectivity and functional group tolerance.

摘要

报道了 In(OTf)促进的苯乙烯与烷基 NHP 酯和芳基的三组分光氧化还原烷基芳基化反应,通过 C-C 键断裂和 C-H 官能化反应,可获得烷基化芳基衍生物。利用可见光光氧化还原催化,烷基 N-羟基邻苯二甲酰亚胺酯作为烷基碳中心自由基和各种芳基(如吲哚、吡咯和富电子芳基)作为亲核试剂,可在 C[双键,长度 as m-dash]C 键上引入各种烷基和芳基基团,具有优异的选择性和官能团耐受性。

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