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1,3‐Difunctionalization of Imino‐Carbenes via Rhodium‐Catalyzed Reactions of Triazoles with Acyl Selenides

Title data

Li, Fang ; Pei, Chao ; Quaranta, Calogero ; Koenigs, Rene M.:
1,3‐Difunctionalization of Imino‐Carbenes via Rhodium‐Catalyzed Reactions of Triazoles with Acyl Selenides.
In: Advanced Synthesis & Catalysis. Vol. 363 (2021) . - pp. 4365-4370.
ISSN 1615-4169
DOI: https://doi.org/10.1002/adsc.202100629

Abstract in another language

Herein, we report on the rhodium-catalyzed reaction of triazoles with acyl selenides. Under thermal reaction conditions and in the presence of a rhodium catalyst, a rapid 1,3-difunctionalization reaction occurs to provide valuable α-seleno enamides with high stereoselectivity and broad functional group tolerance, which was demonstrated in 35 examples with up to 95% yield. Computational calculations suggest a reaction pathway that gives a direct access to the 1,3-difunctionalization without intermittent formation of ylide intermediates.

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
Result of work at the UBT: No
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 01 Apr 2025 11:32
Last Modified: 14 May 2025 07:54
URI: https://eref.uni-bayreuth.de/id/eprint/93114