Gakis, Nikolas; Heimgartner, Heinz; Schmid, Hans (1974). Photochemische Cycloadditionen von 3-Phenyl-2H-azirinen mit Triphenyl-vinylphosphoniumbromid. Helvetica Chimica Acta, 57(5):1403-1407.
On irradiation in acetonitrile 3-phenyl-2H-azirines of type 1 react with triphenyl vinyl phosphonium bromide to form in approximative 50% yield 2H-indoles of type 4 (Scheme 7). In analogy to other photochemical reactions with 2H-azirines [2] [3] it is assumed that the photochemically generated dipoles 2 react with the triphenyl vinyl phosphonium salt (Scheme 1). The conversion of 1 to 4 represents a new synthesis for 2H-pyrroles.
On irradiation in acetonitrile 3-phenyl-2H-azirines of type 1 react with triphenyl vinyl phosphonium bromide to form in approximative 50% yield 2H-indoles of type 4 (Scheme 7). In analogy to other photochemical reactions with 2H-azirines [2] [3] it is assumed that the photochemically generated dipoles 2 react with the triphenyl vinyl phosphonium salt (Scheme 1). The conversion of 1 to 4 represents a new synthesis for 2H-pyrroles.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| 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 |
| Language: | German |
| Date: | 1974 |
| Deposited On: | 01 Dec 2014 16:15 |
| Last Modified: | 26 Jan 2022 04:07 |
| Publisher: | Wiley-Blackwell Publishing, Inc. |
| ISSN: | 0018-019X |
| Funders: | Schweizerischer Nationalfonds zur Förderung der wissenschaftlichen Forschung |
| OA Status: | Closed |
| Publisher DOI: | https://doi.org/10.1002/hlca.19740570516 |
| Project Information: |
|
Gakis, Nikolas