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Guo, Yujing ; Pei, Chao ; Empel, Claire ; Jana, Sripati ; Koenigs, Rene M.:
Photochemical Nitrene Transfer Reactions of Iminoiodinanes with Sulfides.
In: ChemPhotoChem.
Bd. 6
(2022)
.
- e202100293.
ISSN 2367-0932
DOI: https://doi.org/10.1002/cptc.202100293
Abstract
Photochemical, metal-free nitrene transfer reactions for C−H amination, aziridination, or sulfilimination are highly desirable. Yet, photochemical sulfilimination reactions of nitrenes with sulfides are underdeveloped as singlet nitrene species would be required for a productive reaction. Herein, we describe the blue-light-mediated sulfilimination reaction using iminoiodinanes. We developed a protocol for a highly efficient stoichiometric reaction, which allows for the synthesis of sulfilimines in only 10 minutes reaction time. We further applied our reaction procedure towards allyl sulfides for the synthesis of sulfenamides in a sulfilimination/rearrangement cascade reaction. Moreover, we performed computational calculations and uncovered the participation of a singlet nitrene intermediate, which rapidly reacts with methyl phenyl sulfide to give the desired product.
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: | 01 Apr 2025 09:29 |
| Letzte Änderung: | 01 Apr 2025 09:29 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93101 |