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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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
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author Udaykumar, Bantu
Periasamy, Mariappan
author_facet Udaykumar, Bantu
Periasamy, Mariappan
author_sort Udaykumar, Bantu
collection PubMed
description [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.
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spelling pubmed-69216752019-12-20 Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides Udaykumar, Bantu Periasamy, Mariappan ACS Omega [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. American Chemical Society 2019-12-02 /pmc/articles/PMC6921675/ /pubmed/31867555 http://dx.doi.org/10.1021/acsomega.9b03428 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Udaykumar, Bantu
Periasamy, Mariappan
Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
title Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
title_full Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
title_fullStr Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
title_full_unstemmed Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
title_short Synthesis of Propargylamines via Michael Addition Using Methyl Vinyl Ketone Derivatives, 1-Alkynes, and Secondary Amines Catalyzed by Copper (I) Halides
title_sort synthesis of propargylamines via michael addition using methyl vinyl ketone derivatives, 1-alkynes, and secondary amines catalyzed by copper (i) halides
url 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
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