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Photocatalytic [2,3]-Sigmatropic Rearrangement Reactions of Ethyl Diazoacetate

Title data

Bopape, Karabo M. ; Shah, Aryan ; Koenigs, Rene M.:
Photocatalytic [2,3]-Sigmatropic Rearrangement Reactions of Ethyl Diazoacetate.
In: Synlett. Vol. 35 (2024) . - pp. 993-996.
ISSN 1437-2096
DOI: https://doi.org/10.1055/a-2201-7197

Abstract in another language

We describe a photocatalytic reaction of diazo compounds with allyl sulfides under visible-light reaction conditions. In the presence of Ru(bpy)3Cl2 as a photocatalyst, a [2,3]-sigmatropic rearrangement reaction occurs that leads to the formation of homoallylic sulfides. This reaction proceeds in acetone as the solvent, which is unusual in carbene-transfer reactions, and it shows a broad substrate scope in the rearrangement reaction of allylic sulfides.

Further data

Item Type: Article in a journal
Refereed: Yes
Keywords: diazo compounds; photocatalysis; carbenes; rearrangement; homoallylic sulfides; allylic sulfides
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 09:18
Last Modified: 28 Mar 2025 09:18
URI: https://eref.uni-bayreuth.de/id/eprint/93032