连续流动条件下DMSO/AcOH/H2O合成Fischer吲哚

Mei Wang, Shenghu Yan, Yue Zhang, Shunlin Gu
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引用次数: 0

摘要

为克服传统间歇式合成方法转化率低、反应时间长、扩增效果差等缺点,成功开发了一种新的吲哚及其衍生物的连续流合成方法。该方法代表了一种可持续和有效的吲哚及其衍生物的制备,而无需额外的催化剂。通过考察反应温度、溶剂、当量比、停留时间等因素的影响,在优化条件下,在20 min内实现了高转化率和高收率。模板反应以DMSO/H2O/AcOH = 2:1:1为溶剂,反应温度为110℃,盐酸苯肼与环戊酮的比例为1:1.05。通过对吲哚及其衍生物的合成,验证了该方法的通用性,大多数反应具有令人满意的转化率和较高的收率。与传统的批量方法相比,这种新的连续流方法更适合工业规模放大。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Fischer indole synthesis in DMSO/AcOH/H2O under continuous flow conditions
A new continuous flow synthetic method for preparing indole and its derivatives are successfully developed to overcome the disadvantages of traditional batch methods, such as low conversion rates, long reaction times, and amplification effects. The method represents a sustainable and efficient preparation of indole and its derivatives without the need for additional catalysts. By investigating the effects of the reaction temperature, the solvent, the equivalence ratio, and the residence time, high conversion rates and excellent yields were simultaneously achieved within 20 min under optimized conditions. For the template reaction, DMSO/H2O/AcOH = 2:1:1 is used as the solvent, the reaction temperature is 110 °C, and the ratio of phenylhydrazine hydrochloride to cyclopentanone is 1:1.05. Indole and a wide array of its derivatives are synthesized to verify the universality of the method, and most of the reactions exhibit satisfactory conversion rates and high yields are obtained. This new continuous flow method is more suitable for industrial scale-up relative to traditional batch methods.
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来源期刊
Journal of Chemical Research-s
Journal of Chemical Research-s 化学科学, 有机化学, 有机合成
自引率
0.00%
发文量
0
审稿时长
1 months
期刊介绍: The Journal of Chemical Research is a peer reviewed journal that publishes full-length review and research papers in all branches of experimental chemistry. The journal fills a niche by also publishing short papers, a format which favours particular types of work, e.g. the scope of new reagents or methodology, and the elucidation of the structure of novel compounds. Though welcome, short papers should not result in fragmentation of publication, they should describe a completed piece of work. The Journal is not intended as a vehicle for preliminary publications. The work must meet all the normal criteria for acceptance as regards scientific standards. Papers that contain extensive biological results or material relating to other areas of science may be diverted to more appropriate specialist journals. Areas of coverage include: Organic Chemistry; Inorganic Chemistry; Materials Chemistry; Crystallography; Computational Chemistry.
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