Ali, Korany A; Mlostoń, Grzegorz; Urbaniak, Katarzyna; Linden, Anthony; Heimgartner, Heinz (2017). [3+2]-Cycloadditions of nitrilimines with heteroaryl thioketones. Journal of Sulfur Chemistry, 38(6):604-613.
The in situ generated nitrilimines are trapped efficiently with heteroaryl thioketones bearing thiophen-2-yl or selenophen-2-yl substituents. The exclusive products observed in these reactions are 2,3-dihydro-1,3,4-thiadiazoles formed via regioselective [3+2]-cycloaddition. Competitive head-to-tail dimerization of the intermediate 1,3-dipoles was not observed in any of the studied reactions.
The in situ generated nitrilimines are trapped efficiently with heteroaryl thioketones bearing thiophen-2-yl or selenophen-2-yl substituents. The exclusive products observed in these reactions are 2,3-dihydro-1,3,4-thiadiazoles formed via regioselective [3+2]-cycloaddition. Competitive head-to-tail dimerization of the intermediate 1,3-dipoles was not observed in any of the studied reactions.
| 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 > General Chemistry |
| Language: | English |
| Date: | 2017 |
| Deposited On: | 06 Jul 2017 13:34 |
| Last Modified: | 26 Jan 2022 13:09 |
| Publisher: | Taylor & Francis |
| ISSN: | 1741-5993 |
| Funders: | National Science Center (Cracow, Poland); Grant Maestro-3 (Dec-2012/06/A/ST5/00219), National Research Center Egypt |
| Additional Information: | This is an Accepted Manuscript of an article published by Taylor & Francis in Journal of Sulfur Chemistry on 2017, available online: http://wwww.tandfonline.com/10.1080/17415993.2017.1346103. |
| OA Status: | Green |
| Publisher DOI: | https://doi.org/10.1080/17415993.2017.1346103 |
Ali, Korany A