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无过渡金属条件下二芳基炔酮与柳酸甲酯的串联反应合成 3-酰基色酮

Transition-Metal-Free Synthesis of 3-Acyl Chromones by the Tandem Reaction of Ynones and Methyl Salicylates.

机构信息

Henan Engineering Research Center of Functional Materials and Catalytic Reaction, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China.

出版信息

J Org Chem. 2022 Nov 4;87(21):14005-14015. doi: 10.1021/acs.joc.2c01637. Epub 2022 Oct 9.

Abstract

A facile and effective tandem reaction of ynones and methyl salicylates was developed to obtain a broad range of 3-acyl chromones in moderate-to-excellent yields. This protocol underwent a Michael addition and cyclization process, which exhibited easily accessible substrates, broad substrate scope, and high regioselectivity under mild and transition-metal-free conditions. Moreover, gram-scale reaction and further chemical transformation of the products were also further studied.

摘要

我们开发了一种简便有效的 ynones 和甲基水杨酸盐串联反应,以中等至优异的收率获得了广泛的 3-酰基色酮。该方案经历了迈克尔加成和环化过程,在温和条件和无过渡金属条件下具有易于获得的底物、广泛的底物范围和高区域选择性。此外,还进一步研究了克级反应和产物的进一步化学转化。

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