Direct construction of carbazoles from 2-methyl-indole-3-carbaldehydes and enals

Dehai Liu, Jie Huang, Zhenqian Fu, Wei Huang

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23 引用 (Scopus)

摘要

The direct and rapid construction of carbazoles was achieved via the reaction of 2-methyl-indole-3-carbaldehydes with enals promoted by LiCl/DBU in a single operation. This mild and green reaction proceeds through a [4 + 2] cycloaddition/dehydration/oxidative aromatization cascade to generate carbazoles in good to excellent yields. The reaction features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance, using O2 (1 atm) as the sole oxidant and affording H2O as the only by-product. More importantly, 4-fluoroquinocarbazole, a significant bioactive compound, was generated in 80% yield in only one step from the obtained carbazole.

源语言英语
页(从-至)968-972
页数5
期刊Green Chemistry
21
5
DOI
出版状态已出版 - 2019

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