A facile halogen assisted intramolecular cyclization of (E)-3-(substituted benzylidene)-1-(substituted phenyl)pyrrolidine-2,5-dione

IF 2 3区 化学 Q2 CHEMISTRY, ORGANIC Journal of Heterocyclic Chemistry Pub Date : 2024-05-10 DOI:10.1002/jhet.4834
Ganesh B. Deshmukh, Nilesh S. Patil, Anant B. Kanagare, Dattatraya N. Pansare
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Abstract

A straightforward method for producing pyrrolo-chromenes involved the utilization of a Wittig reaction, where maleimides reacted with ortho-hydroxy benzaldehyde. This reaction yields ortho-hydroxy benzylidine succinimides, which subsequently undergo molecular bromine-induced intramolecular cyclization, resulting in (E)-3-(substituted benzylidine)-1-(substituted phenyl) pyrrolidine-2,5-dione derivatives (6g-n). The traditional reaction methods demonstrates efficient performance when carried out in a DMF solvent. This approach proves to be user-friendly and provides numerous benefits, including reduced reaction duration, increased product yields, and milder operating conditions. The compounds synthesized in this study will be integrated into our biological screening program and any discoveries pertaining to their biological properties will be further investigated and subsequently documented.

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(E)-3-(取代的亚苄基)-1-(取代的苯基)吡咯烷-2,5-二酮的简便卤素分子内环化反应
生产吡咯并吡喃的一种简单方法是利用威蒂希反应,即马来酰亚胺与邻羟基苯甲醛反应。该反应生成邻羟基苄脒琥珀酰亚胺,随后进行分子溴诱导的分子内环化反应,生成(E)-3-(取代的苄基脒)-1-(取代的苯基)吡咯烷-2,5-二酮衍生物(6g-n)。传统的反应方法在 DMF 溶剂中进行时表现出高效的性能。事实证明,这种方法操作简便,优点众多,包括缩短了反应时间、提高了产品收率以及操作条件更温和。本研究合成的化合物将纳入我们的生物筛选计划,任何有关其生物特性的发现都将得到进一步研究和记录。
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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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