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 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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Bibliographic Details
Main Author: D. Branowska
Format: Article
Language:English
Published: MDPI AG 2005-12-01
Series:Molecules
Subjects:
bi-1
2
4-Triazines
Diels-Alder reaction
isocyclic and heterocyclic enamines
Online Access:http://www.mdpi.com/1420-3049/10/1/265/
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spelling doaj-5f03f1d6040349618d635f5b94afb90e2020-11-25T00:51:49ZengMDPI 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
collection DOAJ
language English
format Article
sources DOAJ
author D. Branowska
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-triazinesâ€
Molecules
bi-1
2
4-Triazines
Diels-Alder reaction
isocyclic and heterocyclic enamines
author_facet D. Branowska
author_sort D. Branowska
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-triazinesâ€
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-triazinesâ€
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-triazinesâ€
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-triazinesâ€
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-triazinesâ€
title_sort synthesis of unsymmetrical annulated 2,2ã¢â€â™-bipyridine analogues with attached cycloalkene and piperidine rings via sequential diels-alder reaction of 5,5ã¢â€â™-bi-1,2,4-triazinesã¢â€
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2005-12-01
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.
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
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