Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazinesâ€
Synthesis of bisfunctionalized unsymmetrical 2,2’-bipyridines 8 or their sulfonyl derivatives 12a,b are described. They were prepared via the Diels-Alder reaction of 1-methyl-4-pyrrolidin-1-yl-1,2,3,6-tetrahydropyridine (6) with 3,3’-bis(methyl- sulfanyl)-5,5’-bi-1,2,4-triazine (1). T...
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| Format: | Article |
| Language: | English |
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MDPI AG
2005-12-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/10/1/265/ |
| _version_ | 1811280115194134528 |
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| author | D. Branowska |
| author_facet | D. Branowska |
| author_sort | D. Branowska |
| collection | DOAJ |
| description | Synthesis of bisfunctionalized unsymmetrical 2,2’-bipyridines 8 or their sulfonyl derivatives 12a,b are described. They were prepared via the Diels-Alder reaction of 1-methyl-4-pyrrolidin-1-yl-1,2,3,6-tetrahydropyridine (6) with 3,3’-bis(methyl- sulfanyl)-5,5’-bi-1,2,4-triazine (1). The reaction leads to the single cycloaddition product 7 which undergoes Diels-Alder reaction with cyclic enamines 2a,b to give unsymmetrical 2,2’-bipyridine derivatives 8, consisting of the two different heterocyclic units: cycloalkeno[c]pyridine and 2,6-naphthyridine. |
| first_indexed | 2024-04-13T01:07:33Z |
| format | Article |
| id | doaj.art-5f03f1d6040349618d635f5b94afb90e |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-13T01:07:33Z |
| publishDate | 2005-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-5f03f1d6040349618d635f5b94afb90e2022-12-22T03:09:17ZengMDPI AGMolecules1420-30492005-12-0110126527310.3390/10010265Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazinesâ€D. BranowskaSynthesis of bisfunctionalized unsymmetrical 2,2’-bipyridines 8 or their sulfonyl derivatives 12a,b are described. They were prepared via the Diels-Alder reaction of 1-methyl-4-pyrrolidin-1-yl-1,2,3,6-tetrahydropyridine (6) with 3,3’-bis(methyl- sulfanyl)-5,5’-bi-1,2,4-triazine (1). The reaction leads to the single cycloaddition product 7 which undergoes Diels-Alder reaction with cyclic enamines 2a,b to give unsymmetrical 2,2’-bipyridine derivatives 8, consisting of the two different heterocyclic units: cycloalkeno[c]pyridine and 2,6-naphthyridine.http://www.mdpi.com/1420-3049/10/1/265/bi-124-TriazinesDiels-Alder reactionisocyclic and heterocyclic enamines |
| spellingShingle | D. Branowska Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines†Molecules bi-1 2 4-Triazines Diels-Alder reaction isocyclic and heterocyclic enamines |
| title | Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines†|
| title_full | Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines†|
| title_fullStr | Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines†|
| title_full_unstemmed | Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines†|
| title_short | Synthesis of Unsymmetrical Annulated 2,2’-Bipyridine Analogues with Attached Cycloalkene and Piperidine Rings via Sequential Diels-Alder Reaction of 5,5’-bi-1,2,4-triazines†|
| title_sort | synthesis of unsymmetrical annulated 2 2a¢a€a™ bipyridine analogues with attached cycloalkene and piperidine rings via sequential diels alder reaction of 5 5a¢a€a™ bi 1 2 4 triazinesa¢a€ |
| topic | bi-1 2 4-Triazines Diels-Alder reaction isocyclic and heterocyclic enamines |
| url | http://www.mdpi.com/1420-3049/10/1/265/ |
| work_keys_str_mv | AT dbranowska synthesisofunsymmetricalannulated22aaabipyridineanalogueswithattachedcycloalkeneandpiperidineringsviasequentialdielsalderreactionof55aaabi124triazinesaa |