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多聚磷酸促进的酰胺羟醛缩合高效合成肉桂酰胺

Polyphosphoric Acid-Promoted Efficient Synthesis of Cinnamides via Aldol Condensation of Amide.

作者信息

Wang Enhua, Yang Lishou, He Lanfeng, Yang Qian, Wang Xue, Liu Yunlu, Li Manxiang, Lei Yang, Yang Xiaosheng

机构信息

Department of Food and Medicine, Guizhou Vocational College of Agriculture, Qingzhen 551400, China.

State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.

出版信息

Molecules. 2024 Sep 29;29(19):4632. doi: 10.3390/molecules29194632.

DOI:10.3390/molecules29194632
PMID:39407561
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11477491/
Abstract

Cinnamides are common core structures that exist in a great number of pharmaceuticals and natural products. The development of efficient methods for preparing cinnamides is in great need. We report herein an efficient polyphosphoric acid (PPA)-promoted direct aldol condensation of an amide for the convenient and straightforward preparation of cinnamides. A variety of cinnamides were obtained in moderate-to-excellent yields (65-89%). This strategy features the use of equivalent amides and a short reaction time.

摘要

肉桂酰胺是存在于大量药物和天然产物中的常见核心结构。迫切需要开发高效的制备肉桂酰胺的方法。我们在此报告一种高效的多磷酸(PPA)促进的酰胺直接羟醛缩合反应,用于方便、直接地制备肉桂酰胺。以中等到优异的产率(65 - 89%)获得了多种肉桂酰胺。该策略的特点是使用等当量的酰胺且反应时间短。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/1d87aa0d42a6/molecules-29-04632-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/308e1faced3f/molecules-29-04632-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/bb36fe5a5157/molecules-29-04632-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/2939f5f253c8/molecules-29-04632-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/87850aac2197/molecules-29-04632-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/1d87aa0d42a6/molecules-29-04632-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/308e1faced3f/molecules-29-04632-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/bb36fe5a5157/molecules-29-04632-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/2939f5f253c8/molecules-29-04632-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/87850aac2197/molecules-29-04632-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6288/11477491/1d87aa0d42a6/molecules-29-04632-sch004.jpg

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本文引用的文献

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Design, Synthesis, and Biological Evaluation of Novel Cinnamide Derivatives as Neuroprotective Agents for the Treatment of Cerebral Ischemia.
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Evaluation of the Antiparasitic and Antifungal Activities of Synthetic Piperlongumine-Type Cinnamide Derivatives: Booster Effect by Halogen Substituents.评价合成胡椒堿型肉桂酰胺衍生物的抗寄生虫和抗真菌活性:卤素取代基的增效作用。
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