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

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

SUBMITTER: Wang D

PROVIDER: S-EPMC7249165 | biostudies-literature | 2020 May

REPOSITORIES: biostudies-literature

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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.

Wang Delong D Shi Hui H

Molecules (Basel, Switzerland) 20200502 9

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. ...[more]

PMID: 32370124

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