Synthesis of 1-(4-hydroxybutyl)-2-benzoyl indoles from 2-pyrrolidine benzaldehydes and α-bromoacetophenones in deep eutectic solvent

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-02-20 DOI:10.1002/jhet.4790
Guofang Jiang, Can Zhang, Xiaohong Xing, Jinbo Ouyang, Hong Yang, Zongbo Xie, Zhanggao Le
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Abstract

A novel and highly efficient method for the synthesis of 1-(4-hydroxybutyl)-2-benzoyl indoles from 2-pyrrolidine benzaldehyde and α-bromoacetophenone in a choline chloride (ChCl)/ZnCl2 eutectic mixture was developed. This method, which does not require any catalyst, additive, or alkali, is useful for realizing tandem cyclization reactions. Several indoles were produced after cyclization and ring opening processes. Not all the compounds obtained are reported in the literature. This synthetic strategy proves that deep eutectic solvents can replace catalysts and organic solvents. Consequently, this is an environmentally friendly strategy that has significant potential in the development of green and sustainable chemistry.

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在深共晶溶剂中由 2-吡咯烷苯甲醛和 α-溴苯乙酮合成 1-(4-羟基丁基)-2-苯甲酰基吲哚
本研究开发了一种新颖高效的方法,用于在氯化胆碱(ChCl)/氯化锌(ZnCl2)共晶混合物中以 2-吡咯烷苯甲醛和 α-溴苯乙酮为原料合成 1-(4-羟基丁基)-2-苯甲酰基吲哚。这种方法不需要任何催化剂、添加剂或碱,可用于实现串联环化反应。经过环化和开环过程后,生成了多种吲哚。文献中并未报道所获得的所有化合物。这一合成策略证明,深共晶溶剂可以取代催化剂和有机溶剂。因此,这是一种环境友好型策略,在发展绿色和可持续化学方面具有巨大潜力。
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来源期刊
Journal of Heterocyclic Chemistry
Journal of Heterocyclic Chemistry 化学-有机化学
CiteScore
5.20
自引率
4.20%
发文量
177
审稿时长
3.9 months
期刊介绍: The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.
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