Meier, Hansruedi; Heimgartner, Heinz (1985). Intramolekulare 1,3-dipolare Cycloadditionen von Diarylnitriliminen aus 2,5-Diaryltetrazolen. Helvetica Chimica Acta, 68(5):1283-1300.
Abstract
Alkenyl-substituted diaryl-nitrile-imines - generated by photolysis or thermolysis of alkenyl-substituted 2,5-diaryl-tetrazoles - undergo a regioselective intramolecular [2+3] cycloaddition to yield new heterocyclic compounds, e.g. fused 2-pyrazolines. With alkinyl derivatives, the corresponding pyrazoles have been formed. UV evidence is given for the intermediate nitrile-imine at - 190°. The latter can be trapped using an excess of carboxylic acid (UV evidence for a new intermediate at - 120°). In this case, the corresponding rearranged addition product N'-acyl-N'-aryl-benzohydrazide is isolated in good yield.
| Other titles: | Intramolecular 1,3-Dipolar Cycloadditions of Diaryl-nitrile-imines Generated from 2,5-Diaryl-tetrazoles |
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| Item Type: | Journal Article, refereed, original work |
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| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
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| Dewey Decimal Classification: | 540 Chemistry |
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| Scopus Subject Areas: | Physical Sciences > Catalysis
Life Sciences > Biochemistry
Life Sciences > Drug Discovery
Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Physical Sciences > Inorganic Chemistry |
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| Uncontrolled Keywords: | Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis |
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| Language: | German |
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| Date: | 1985 |
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| Deposited On: | 16 Jun 2014 11:17 |
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| Last Modified: | 11 May 2025 01:37 |
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| Publisher: | Wiley-Blackwell Publishing, Inc. |
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| ISSN: | 0018-019X |
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| Funders: | Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung, F. Hoffmann-La Roche & Co. AG, Basel |
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| OA Status: | Closed |
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| Publisher DOI: | https://doi.org/10.1002/hlca.19850680524 |
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| Project Information: | - Funder: SNSF
- Grant ID:
- Project Title: Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung
- Funder:
- Grant ID:
- Project Title: F. Hoffmann-La Roche & Co. AG, Basel
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Meier, Hansruedi