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吲哚和 4-羟基香豆素与 -醌甲川的无催化剂 1,6-共轭加成:不对称三芳基甲烷的合成。

Catalyst-free 1,6-conjugate addition of indoles and 4-hydroxycoumarins to -quinone methides: synthesis of unsymmetrical triarylmethanes.

机构信息

Department of Organic Chemistry, University of Madras, Guindy Campus, Tamil Nadu, Chennai 600025, India.

出版信息

Org Biomol Chem. 2020 Oct 14;18(39):7837-7841. doi: 10.1039/d0ob01789b.

Abstract

The catalyst-free 1,6-conjugate addition of indoles and 4-hydroxycoumarins to para-quinone methides is reported. This protocol allowed us to access a range of unsymmetrical triarylmethanes in good to excellent yields. The outlined procedure is operationally simple, efficient, atom and step economical. The synthesized heterocyclic triarylmethanes were further converted into highly substituted indoloisoquinolines and pyranochromenones via metal-catalyzed C-H activation/annulation.

摘要

报道了吲哚和 4-羟基香豆素与对醌甲川的无催化剂 1,6-共轭加成。该方案允许我们以良好至优异的收率获得一系列不对称三芳基甲烷。所概述的程序操作简单、高效、原子经济性和步骤经济性。通过金属催化的 C-H 活化/环化,合成的杂环三芳基甲烷进一步转化为高取代的吲哚异喹啉和色烯并色酮。

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