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通过碘化钠催化的形式 [4 + 2] 环加成反应实现无金属和溶剂条件下的四氢苯并[]咔唑酮的合成。

Metal- and Solvent-Free Synthesis of Tetrahydrobenzo[]carbazolones through NaI-Catalyzed Formal [4 + 2] Annulation.

机构信息

Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, P. R. China.

College of Materials and Chemical Engineering, Hunan City University, Yiyang 413000, P. R. China.

出版信息

J Org Chem. 2022 May 6;87(9):6052-6063. doi: 10.1021/acs.joc.2c00315. Epub 2022 Apr 26.

Abstract

A novel strategy for the preparation of functional carbazoles through NaI-catalyzed formal [4 + 2] annulation of 2-(indol-3-yl)cyclohexanones and alkynes/alkenes has been developed. The present approach started from easily available raw materials and provided a variety of tetrahydrobenzo[]carbazolones in satisfactory yields under metal- and solvent-free conditions. Furthermore, the products could be further transformed into structurally valuable carbazole-based conjugated derivatives.

摘要

一种通过碘化钠催化 2-(吲哚-3-基)环己酮与炔烃/烯烃的形式[4 + 2]环化反应制备功能咔唑的新策略已经被开发出来。该方法以易得的原料为起始原料,在无金属和无溶剂条件下,以较高的收率得到了多种四氢苯并[]咔唑酮。此外,这些产物可以进一步转化为具有结构价值的基于咔唑的共轭衍生物。

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