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钯催化(杂)芳环与硝基乙烷的多脱氢交叉偶联反应构建 β-芳基硝基乙烯。

Pd-catalyzed multidehydrogenative cross-coupling between (hetero)arenes and nitroethane to construct β-aryl nitroethylenes.

机构信息

State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China.

出版信息

Org Lett. 2013 Apr 5;15(7):1718-21. doi: 10.1021/ol400507u. Epub 2013 Mar 25.

Abstract

The Pd-catalyzed multidehydrogenative cross-coupling reactions of arenes with nitroethane are described. The established methods afford β-aryl nitroethylenes that are an important class of synthetic intermediates and biologically active compounds in an atom- and step-economical fashion. The reactions were applicable to substituted benzenes and a variety of heterocycles such as benzothiophenes, benzofurans, and indoles. Mechanistic experiments indicated that β-nitroethylbenzene might be the intermediate in this transformation.

摘要

Pd 催化的芳基与硝基乙烷的多氢交叉偶联反应被描述。所建立的方法以原子经济性和步骤经济性的方式提供了 β-芳基硝基乙烯,这是一类重要的合成中间体和生物活性化合物。该反应适用于取代的苯和各种杂环,如苯并噻吩、苯并呋喃和吲哚。机理实验表明,β-硝基乙苯可能是这种转化中的中间体。

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