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通过 3-碘色酮与脒的串联反应实现了色烯并[2,3-d]咪唑-9(1H)-酮的合成,其中涉及铜催化的 C-H 官能化和 C-O 键形成。

Synthesis of chromeno[2,3-d]imidazol-9(1H)-ones via tandem reactions of 3-iodochromones with amidines involving copper-catalyzed C-H functionalization and C-O bond formation.

机构信息

State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 ZuChongZhi Road, Shanghai 201203, People's Republic of China.

出版信息

Org Lett. 2013 Sep 6;15(17):4508-11. doi: 10.1021/ol401966y. Epub 2013 Aug 14.

Abstract

A novel six-membered heterocyclic skeleton of imidazochromone was prepared via an efficient one-pot reaction including a key step of copper-catalyzed aerobic C-H intramolecular cycloetherification. Notably, this process does not require the presence of strong para electron-withdrawing groups on the phenol component. Also, the results of this effort show that acyl phenols containing electron-rich heterocycles participate in an efficient C-H activation/C-O formation process.

摘要

通过包括关键的铜催化有氧 C-H 分子内环醚化步骤在内的一锅法反应,制备了一种新型六元杂环骨架的咪唑并色酮。值得注意的是,该过程不需要酚组分上存在强的对位吸电子基团。此外,这一努力的结果表明,含有富电子杂环的酰基酚参与了有效的 C-H 活化/C-O 形成过程。

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