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在 1-乙基-3-(3-二甲基氨基丙基)碳二亚胺盐酸盐存在下,异脱氢乙酸与胺的意外反应生成了一种新型的β-烯胺酮。

An Unexpected Reaction of Isodehydracetic Acid with Amines in the Presence of 1-Ethyl-3-(3-dimethylaminopropyl) Carbodiimide Hydrochloride Yields a New Type of β-Enaminones.

机构信息

Department of Pharmaceutical Engineering, Shanxi Agricultural University, Taigu 030801, Shanxi, China.

State Key Laboratory of Coal Conversion, Institute of Coal Chemistry, Chinese Academy of Sciences, Taiyuan 030001, Shanxi, China.

出版信息

Molecules. 2020 May 2;25(9):2131. doi: 10.3390/molecules25092131.

Abstract

The reaction of isodehydracetic acid with amines was serendipitously found to afford β-enaminones in the presence of the coupling agent 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC). Under the optimal reaction condition, 23 examples of α-aminomethylene glutaconic anhydride were obtained at approximately 30-80% yields. This is a concise, operationally simple method to expediently synthesize a new type of β-enaminone-containing compound.

摘要

异脱水乙酸与胺的反应在缩合剂 1-乙基-3-(3-二甲基氨基丙基)碳二亚胺盐酸盐(EDC)的存在下偶然发现能够生成β-烯胺酮。在最佳反应条件下,约 30-80%产率得到了 23 个α-氨甲叉基戊二酰亚胺的实例。这是一种简洁、操作简单的方法,可以方便地合成新型含β-烯胺酮的化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d1ae/7249165/919ed46add74/molecules-25-02131-g001.jpg

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