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脱氢逆电子需求狄尔斯-阿尔德反应在功能化吡喃酮合成中的应用。

A Dehydrogenative Inverse Electron Demand Diels-Alder Reaction for the Synthesis of Functionalized Pyranones.

机构信息

Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education, Department of Chemistry & Materials Science, National Demonstration Center for Experimental Chemistry Education, Northwest University, Xi'an 710127, P. R. China.

出版信息

Org Lett. 2022 Jun 24;24(24):4316-4321. doi: 10.1021/acs.orglett.2c01197. Epub 2022 Jun 14.

Abstract

An efficient dehydrogenative inverse electron demand Diels-Alder reaction of isopropyl and prenyl benzene derivatives with electron-deficient dienes followed by decarboxylation has been reported for the first time. The much broader substrate scope of dienophiles and electron-deficient dienes led to biologically valuable pyranones in good to excellent yields.

摘要

首次报道了异丙基和烯丙基苯衍生物与缺电子二烯的高效脱氢反向电子需求 Diels-Alder 反应,随后进行脱羧反应。亲二烯体和缺电子二烯的底物范围更广,得到了具有生物价值的吡喃酮,产率良好至优秀。

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