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
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/碱/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. ()