Mloston, Grzegorz; Obijalska, Emilia; Celeda, Malgorzata; Mittermeier, Verena; Linden, Anthony; Heimgartner, Heinz (2014). 1,3-Dipolar cycloadditions of fluorinated nitrones with thioketones. Journal of Fluorine Chemistry, 165:27-32.
Fluorinated nitrones derived from fluoral and difluoroacetaldehyde react with thioketones via [3 + 2] cycloaddition yielding 1,4,2-oxathiazolidines in a regioselective manner. Unexpectedly, cycloaliphatic thioketones react faster than aromatic thioketones. Due to the presence of a fluorinated alkyl group, the cycloadducts display a remarkable stability and do not decompose at room temperature in the crystalline form nor in solution.
Fluorinated nitrones derived from fluoral and difluoroacetaldehyde react with thioketones via [3 + 2] cycloaddition yielding 1,4,2-oxathiazolidines in a regioselective manner. Unexpectedly, cycloaliphatic thioketones react faster than aromatic thioketones. Due to the presence of a fluorinated alkyl group, the cycloadducts display a remarkable stability and do not decompose at room temperature in the crystalline form nor in solution.
| Item Type: | Journal Article, refereed, original work |
|---|---|
| Communities & Collections: | 07 Faculty of Science > Department of Chemistry |
| Dewey Decimal Classification: | 540 Chemistry |
| Language: | English |
| Date: | 2014 |
| Deposited On: | 02 Jul 2014 15:34 |
| Last Modified: | 04 Dec 2018 14:50 |
| Publisher: | Elsevier |
| ISSN: | 0022-1139 |
| Funders: | National Science Center (PL-Cracow) (Grant Maestro-3 (Dec-2012/ 06/A/ST5/00219)) |
| OA Status: | Green |
| Publisher DOI: | https://doi.org/10.1016/j.jfluchem.2014.05.015 |
Mloston, Grzegorz