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Synthesis of [2.2]Paracyclophane-Fused Heterocycles via Palladium-Catalyzed C–H Activation/Annulation of [2.2]Paracyclophanecarboxamides with Arynes
Organic Letters ( IF 5.2 ) Pub Date : 2024-03-15 , DOI: 10.1021/acs.orglett.4c00472
Chongqing Pan 1 , Hongwei Sun 1 , Yonglei Du 1 , Wenbin Wang 1 , Lingling Xu 1 , Yu Hu 1 , Manzhou Zhu 1
Affiliation  

[2.2]Paracyclophane-fused heterocycles represent an important scaffold. Traditional approaches often suffer from tedious synthetic routes, and the development of catalytic synthesis of them remains in its infancy. Herein, by employing highly strained aryne intermediates as partners, we have developed a concise protocol by palladium-catalyzed C–H activation/annulation from [2.2]paracyclophanecarboxamide substrates. [2.2]Paracyclophane-fused quinolinone products are obtained in good yields (up to 84%). Furthermore, the utility of the process has been shown through the synthesis of [2.2]paracyclophane-fused heterocyclic catalysts.

中文翻译:

通过钯催化 [2.2] 对环芳酰胺与芳烃的 C–H 活化/成环反应合成 [2.2] 对环芳烷稠合杂环

[2.2]对环芳烷稠合杂环代表了重要的支架。传统方法往往合成路线繁琐,催化合成的发展仍处于起步阶段。在此,通过使用高度紧张的芳炔中间体作为伙伴,我们通过钯催化的[2.2]对环芳甲酰胺底物的C-H活化/环化开发了一个简明的方案。 [2.2]对环芳烷稠合喹啉酮产物的收率良好(高达84%)。此外,该方法的实用性已通过[2.2]对环芳稠合杂环催化剂的合成得到证明。
更新日期:2024-03-15
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