Mild and efficient synthesis of propargylamines by copper-catalyzed Mannich reaction |
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Authors: | Lothar W Bieber Margarete F da Silva |
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Institution: | Departamento de Química Fundamental, Universidade Federal de Pernambuco, Cidade Universitária, 50670-901 Recife, PE, Brazil |
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Abstract: | Terminal alkynes undergo mild and efficient aminomethylation with aqueous formaldehyde and secondary amines under CuI catalysis. In most cases high to nearly quantitative yields of tertiary propargylamines are obtained in DMSO solution at room temperature. Aromatic, aliphatic and silylated acetylenes as well as alkynols can be used. Primary amines are less reactive and satisfactory yields of secondary propargylamines are obtained only with phenylacetylene. |
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Keywords: | Aminomethylation Terminal alkynes Primary and secondary amines |
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