Copper-catalyzed oxidative cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes†,Organic & Biomolecular Chemistry

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Copper-catalyzed oxidative cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes†
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-06-25 00:00:00 , DOI: 10.1039/c8ob00949j
Fei Yang ₁ , Yangshan Li , Paul E Floreancig , Xiaoyan Li , Lei Liu

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An efficient copper-catalyzed cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes mediated by DDQ has been established. A protic additive, EtOH, proved to be crucial for harmonizing the oxidation with a subsequent alkynylation step by retaining the oxidation state of an oxocarbenium ion in the form of acetal. The CDC reaction exhibits a good substrate scope, with a range of terminal aryl- and alkyl alkynes being well tolerated. The copper-catalyzed alkynylation of 2H-chromene acetals with terminal alkynes was also explored.

中文翻译：

铜催化 2H-色烯和末端炔烃的氧化交叉脱氢偶联†

已经建立了由 DDQ 介导的 2 H-色烯和末端炔烃的有效铜催化交叉脱氢偶联。事实证明，质子添加剂 EtOH 通过保留缩醛形式的氧碳鎓离子的氧化态，对于协调氧化与随后的炔基化步骤至关重要。 CDC 反应表现出良好的底物范围，对一系列末端芳基和烷基炔烃具有良好的耐受性。还探索了铜催化的 2 H-色烯缩醛与末端炔烃的炔基化反应。

更新日期：2018-06-25

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