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...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2018-03-01
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| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/23/3/648 |
| _version_ | 1818701003533320192 |
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| author | Konstantin S. Rodygin Alexander S. Bogachenkov Valentine P. Ananikov |
| author_facet | Konstantin S. Rodygin Alexander S. Bogachenkov Valentine P. Ananikov |
| author_sort | Konstantin S. Rodygin |
| collection | DOAJ |
| 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. |
| first_indexed | 2024-12-17T15:13:56Z |
| format | Article |
| id | doaj.art-874bd448403541878302ffaf77b2138d |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-17T15:13:56Z |
| publishDate | 2018-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-874bd448403541878302ffaf77b2138d2022-12-21T21:43:35ZengMDPI AGMolecules1420-30492018-03-0123364810.3390/molecules23030648molecules23030648Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric MaterialsKonstantin S. Rodygin0Alexander S. Bogachenkov1Valentine P. Ananikov2Saint Petersburg State University, Universitetsky Prospect, 26, St. Petersburg 198504, RussiaSaint Petersburg State University, Universitetsky Prospect, 26, St. Petersburg 198504, RussiaSaint Petersburg State University, Universitetsky Prospect, 26, St. Petersburg 198504, RussiaWe 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.http://www.mdpi.com/1420-3049/23/3/648acetylenecalcium carbidevinylationolanzapinefunctionalization |
| spellingShingle | Konstantin S. Rodygin Alexander S. Bogachenkov Valentine P. Ananikov Vinylation of a Secondary Amine Core with Calcium Carbide for Efficient Post-Modification and Access to Polymeric Materials Molecules acetylene calcium carbide vinylation olanzapine functionalization |
| 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 | acetylene calcium carbide vinylation olanzapine functionalization |
| url | http://www.mdpi.com/1420-3049/23/3/648 |
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