at Google ScholarTitle data
Li, Fang ; Zhu, W. Felix ; Empel, Claire ; Datsenko, Oleksandr ; Kumar, Adarsh ; Xu, Yameng ; Ehrler, Johanna H. M. ; Atodiresei, Iuliana ; Knapp, Stefan ; Mykhailiuk, Pavel K. ; Proschak, Ewgenij ; Koenigs, Rene M.:
Photosensitization enables Pauson-Khand–type reactions with nitrenes.
In: Science.
Vol. 383
(2024)
.
- pp. 498-503.
ISSN 1095-9203
DOI: https://doi.org/10.1126/science.adm8095
Abstract in another language
The Pauson-Khand reaction has in the past 50 years become one of the most common cycloaddition reactions in chemistry. Coupling two unsaturated bonds with carbon monoxide, the transformation remains limited to CO as a C1 building block. Herein we report analogous cycloaddition reactions with nitrenes as an N1 unit. The reaction of a nonconjugated diene with a nitrene precursor produces bicyclic bioisosteres of common saturated heterocycles such as piperidine, morpholine, and piperazine. Experimental and computational mechanistic studies support relaying of the diradical nature of triplet nitrene into the π-system. We showcase the reaction’s utility in late-stage functionalization of drug compounds and discovery of soluble epoxide hydrolase inhibitors.
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 |
| Result of work at the UBT: | No |
| DDC Subjects: | 500 Science > 540 Chemistry |
| Date Deposited: | 28 Mar 2025 07:28 |
| Last Modified: | 28 Mar 2025 07:28 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93022 |