1, 3‐Difunctionalization of Imino‐Carbenes via Rhodium‐Catalyzed Reactions of Triazoles with Acyl Selenides. Issue 18 (8th August 2021)

• Record Type: Journal Article
• Authors: Li, Fang; Pei, Chao; Quaranta, Calogero; Koenigs, Rene M.
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 18(2021)
• Page Start: 4365
• Page End: 4370
• Publication Date: 2021-08-08
• Subjects: Carbene -- Rhodium -- Triazole -- 1, 3 difunctionalization -- DFT calculations; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100629
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: 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. Abstract :