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碱催化2-硝基查尔酮和β-酮酯绿色高效构筑咔唑类衍生物

吴沁 罗焰 万娟 徐卓婷 黄超

云南民族大学学报(自然科学版)2024,Vol.33Issue(5):582-589,8.
云南民族大学学报(自然科学版)2024,Vol.33Issue(5):582-589,8.DOI:10.3969/j.issn.1672-8513.2024.05.006

碱催化2-硝基查尔酮和β-酮酯绿色高效构筑咔唑类衍生物

Base-catalyzed green and efficient construction of carbazole derivatives from 2-nitrochalcone and β-keto ester

吴沁 1罗焰 1万娟 1徐卓婷 1黄超1

作者信息

  • 1. 云南民族大学 化学与环境学院,云南 昆明 650503
  • 折叠

摘要

Abstract

Under base-promoted and transition-metal-free conditions,2-nitrochalcone and β-keto ester compounds serve as raw materials to selectively form four bonds via intramolecular conjugate addition and activation of the nitro group.This approach culminates in a one-pot,green,and efficient synthesis of 13 carbazole deriva-tives with yields ranging from 75%to 90%.Firstly,the enolization intermediate was obtained by Michael addition,and then reacted with nitro groups to form bicyclic intermediate.Under the induction of alkali,one molecule of hy-drogen peroxide is removed,converting to the targetcarbazole compound.This method has the advantages of simple and accessible raw materials,green and high efficiency,simple operation,high atomic economy,environmental friendliness,good yield and simple post-treatment,which provides a new strategy for synthesizing carbazole deriv-atives.

关键词

2-硝基查尔酮/β-酮酯/无过渡金属//咔唑类化合物

Key words

2-nitrochalcones/β-ketoester/metal-free/alkali/carbazole compounds

分类

化学化工

引用本文复制引用

吴沁,罗焰,万娟,徐卓婷,黄超..碱催化2-硝基查尔酮和β-酮酯绿色高效构筑咔唑类衍生物[J].云南民族大学学报(自然科学版),2024,33(5):582-589,8.

基金项目

国家自然科学基金(21662046,21202142) (21662046,21202142)

云南省教育厅科学研究基金(2021Y667) (2021Y667)

云南民族大学化学与环境学院党员先锋"双创"培育项目立项. ()

云南民族大学学报(自然科学版)

OACSTPCD

1672-8513

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