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Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides

[Image: see text] Propargylamines are synthesized from methyl vinyl ketone derivatives, 1-alkynes, and secondary amines catalyzed by Cu salts involving the Michael addition of amine followed by an unusual C–C bond cleavage and addition of metal acetylides formed in situ to iminium ions. In this appr...

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Detalles Bibliográficos
Autores principales: Udaykumar, Bantu, Periasamy, Mariappan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6921675/
https://www.ncbi.nlm.nih.gov/pubmed/31867555
http://dx.doi.org/10.1021/acsomega.9b03428
Descripción
Sumario:[Image: see text] Propargylamines are synthesized from methyl vinyl ketone derivatives, 1-alkynes, and secondary amines catalyzed by Cu salts involving the Michael addition of amine followed by an unusual C–C bond cleavage and addition of metal acetylides formed in situ to iminium ions. In this approach, the di-, tri-, and tetrasubstituted propargylamines are synthesized in 46–98% yields.