钯催化脱羧[2+2+2]环化方法制备含色酮的多环化合物†

Organic chemistry frontiers : an international journal of organic chemistry Pub Date : 2023-01-01 DOI:10.1039/d3qo00764b

Yu-Chen Fang , Jia-He Chen , Ren-Feng Xiu , Li-Ren Zhang , Fang-Hua Zheng , Yong-Zheng Chen , Zi-Wei Gao , Wen-Yong Han

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引用次数: 0

摘要

我们在本文中提出了一种钯催化的与3-碘代色酮、桥接烯烃和邻溴苯甲酸的脱羧[2+2]环化反应，得到各种含外显色酮的多环化合物（49个实例，高达92%的产率），其中邻溴苯酸被用作亲电芳基单元。革兰氏规模的实验、雌酮的后期修饰和产物的进一步转化表明，这种钯催化的Heck偶联/C（sp2）-H活化/脱羧级联反应在药物发现和开发方面具有巨大潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Palladium-catalyzed decarboxylation [2 + 2 + 2] annulation approach to chromone-containing polycyclic compounds†

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Palladium-catalyzed decarboxylation [2 + 2 + 2] annulation approach to chromone-containing polycyclic compounds†

We present herein a palladium-catalyzed decarboxylation [2 + 2 + 2] annulation with 3-iodochromones, bridged olefins, and o-bromobenzoic acids to give various exo-chromone-containing polycyclic compounds (49 examples, up to 92% yield), in which o-bromobenzoic acids were employed as the electrophilic aryl units. Gram-scale experiments, late-stage modification of estrone, and further transformations of products show a great potential of this palladium-catalyzed Heck coupling/C(sp²)–H activation/decarboxylation cascade for drug discovery and development.

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来源期刊

Organic chemistry frontiers : an international journal of organic chemistry

CiteScore

7.80

自引率

0.00%

发文量