Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials

We developed a simple and efficient strategy to access N-vinyl secondary amines of various naturally occurring materials using readily available solid acetylene reagents (calcium carbide, KF, and KOH). Pyrrole, pyrazole, indoles, carbazoles, and diarylamines were successfully vinylated in good yield...

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Detalles Bibliográficos
Autores principales: Rodygin, Konstantin S., Bogachenkov, Alexander S., Ananikov, Valentine P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017323/
https://www.ncbi.nlm.nih.gov/pubmed/29534039
http://dx.doi.org/10.3390/molecules23030648
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author Rodygin, Konstantin S.
Bogachenkov, Alexander S.
Ananikov, Valentine P.
author_facet Rodygin, Konstantin S.
Bogachenkov, Alexander S.
Ananikov, Valentine P.
author_sort Rodygin, Konstantin S.
collection PubMed
description We developed a simple and efficient strategy to access N-vinyl secondary amines of various naturally occurring materials using readily available solid acetylene reagents (calcium carbide, KF, and KOH). Pyrrole, pyrazole, indoles, carbazoles, and diarylamines were successfully vinylated in good yields. Cross-linked and linear polymers were synthesized from N-vinyl carbazoles through free radical and cationic polymerization. Post-modification of olanzapine (an antipsychotic drug substance) was successfully performed.
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spelling pubmed-60173232018-11-13 Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials Rodygin, Konstantin S. Bogachenkov, Alexander S. Ananikov, Valentine P. Molecules Article We developed a simple and efficient strategy to access N-vinyl secondary amines of various naturally occurring materials using readily available solid acetylene reagents (calcium carbide, KF, and KOH). Pyrrole, pyrazole, indoles, carbazoles, and diarylamines were successfully vinylated in good yields. Cross-linked and linear polymers were synthesized from N-vinyl carbazoles through free radical and cationic polymerization. Post-modification of olanzapine (an antipsychotic drug substance) was successfully performed. MDPI 2018-03-13 /pmc/articles/PMC6017323/ /pubmed/29534039 http://dx.doi.org/10.3390/molecules23030648 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Rodygin, Konstantin S.
Bogachenkov, Alexander S.
Ananikov, Valentine P.
Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials
title Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials
title_full Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials
title_fullStr Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials
title_full_unstemmed Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials
title_short Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials
title_sort vinylation of a secondary amine core with calcium carbide for efficient post-modification and access to polymeric materials
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017323/
https://www.ncbi.nlm.nih.gov/pubmed/29534039
http://dx.doi.org/10.3390/molecules23030648
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AT ananikovvalentinep vinylationofasecondaryaminecorewithcalciumcarbideforefficientpostmodificationandaccesstopolymericmaterials

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