at Google ScholarTitle data
Guo, Yujing ; Pei, Chao ; Empel, Claire ; Jana, Sripati ; Koenigs, Rene M.:
Photochemical Nitrene Transfer Reactions of Iminoiodinanes with Sulfides.
In: ChemPhotoChem.
Vol. 6
(2022)
.
- e202100293.
ISSN 2367-0932
DOI: https://doi.org/10.1002/cptc.202100293
Abstract in another language
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.
Further data
| Item Type: | Article in a journal |
|---|---|
| Refereed: | Yes |
| Institutions of the University: | Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry Faculties Faculties > Faculty of Biology, Chemistry and Earth Sciences Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry - Univ.-Prof. Dr. René M. Koenigs Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry |
| Result of work at the UBT: | No |
| DDC Subjects: | 500 Science > 540 Chemistry |
| Date Deposited: | 01 Apr 2025 09:29 |
| Last Modified: | 07 Oct 2025 08:30 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93101 |