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Biswas, Soumen ; Empel, Claire ; Sanchez-Palestino, Luis Mario ; Arman, Hadi ; Koenigs, Rene M. ; Doyle, Michael P.:
Denitrogenative dismantling of heteroaromatics by nucleophilic substitution reactions with diazomethyl compounds.
In: Chemical Science.
Bd. 15
(2024)
.
- S. 11065-11071.
ISSN 2041-6539
DOI: https://doi.org/10.1039/D4SC01578A
Abstract
Nucleophiles from deprotonation of diazomethyl compounds having diverse electron withdrawing groups react with 4-carboxylato-1,2,3-triazines at the 6-position to extrude dinitrogen and produce diazovinylketoesters compounds with five or six linear contiguous sp2-hybridized carbons, whereas these same nucleophiles react with 4-carboxylato-1,2,3-triazine 1-oxides, also at the 6-position, to form pyrazolines with the expulsion of nitrous oxide and cyanocarboxylate. This disparity is due to the significant difference in reactivity of the nucleophilic addition products.
Weitere Angaben
| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie |
| Titel an der UBT entstanden: | Nein |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 28 Mär 2025 08:58 |
| Letzte Änderung: | 28 Mär 2025 08:58 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93027 |