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通过金催化的炔基吲哚氢芳基化反应及随后的氧化环化反应实现氮杂环庚烷并苯并[]咔唑的合成

Access to Azepino-Annulated Benzo[]carbazoles Enabled by Gold-Catalyzed Hydroarylation of Alkynylindoles and Subsequent Oxidative Cyclization.

作者信息

Yang Jin-Ming, Yao Meng-Lian, Li Jun-Chi, Liu Ji-Kai, Wu Bin

机构信息

School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, People's Republic of China.

出版信息

Org Lett. 2022 Sep 16;24(36):6505-6509. doi: 10.1021/acs.orglett.2c02293. Epub 2022 Sep 1.

Abstract

Herein, we report a facile and efficient synthetic method to construct azepino[1,2-]indoles through a novel gold(I)-catalyzed intramolecular hydroarylation of alkynylindoles. A wide range of functional groups can be well tolerated in this transformation, and the corresponding highly functionalized azepino[1,2-]indole skeletons were obtained in moderate to excellent yields. Subsequent oxidation of the products gave the interesting and valuable polycyclic carbazoles, which were widely used as the key building blocks in materials science.

摘要

在此,我们报道了一种简便高效的合成方法,通过一种新型的金(I)催化的炔基吲哚分子内氢芳基化反应来构建氮杂环庚并[1,2 - ]吲哚。在该转化过程中,多种官能团都能得到良好的耐受,并且相应的高度官能化的氮杂环庚并[1,2 - ]吲哚骨架以中等至优异的产率得到。产物的后续氧化得到了有趣且有价值的多环咔唑,它们在材料科学中被广泛用作关键结构单元。

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