Dietliker, Kurt; Stegmann, werner; Heimgartner, Heinz (1980). Photochemically Induced 1,3-Dipolar Cycloadditions of 3-Amino-2H-azirines. Heterocycles, 14(7):929-934.
Irradiation of 3-(N-methylanilino)-2H-azirines in dimethoxyethane solution in the presence of dipolarophiles leads to five-membered heterocycles in 40-60% yield. A reaction mechanism via splitting of the C(2),C(3)-bond and formation of a nitrilio methanide which then undergoes a thermal 1,3-dipolar cycloaddition is reasonable.
Irradiation of 3-(N-methylanilino)-2H-azirines in dimethoxyethane solution in the presence of dipolarophiles leads to five-membered heterocycles in 40-60% yield. A reaction mechanism via splitting of the C(2),C(3)-bond and formation of a nitrilio methanide which then undergoes a thermal 1,3-dipolar cycloaddition is reasonable.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Language: | English |
| Date: | 1980 |
| Deposited On: | 29 Jul 2014 11:02 |
| Last Modified: | 18 Apr 2018 11:45 |
| Publisher: | The Japan Institute of Heterocyclic Chemistry |
| ISSN: | 0385-5414 |
| Funders: | Swiss National Science Foundation |
| OA Status: | Closed |
| Project Information: |
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Dietliker, Kurt