Furan Synthesis via Triplet Sensitization of Acceptor/Acceptor Diazoalkanes.
- Resource Type
- Article
- Authors
- Zhu, Siqi; Li, Fang; Empel, Claire; Jana, Sripati; Pei, Chao; Koenigs, Rene M.
- Source
- Advanced Synthesis & Catalysis. 9/20/2022, Vol. 364 Issue 18, p3149-3154. 6p.
- Subject
- *DIAZOALKANES
*RING formation (Chemistry)
*ADDITION reactions
*FURANS
*HETEROCYCLIC compounds
*ALKYNES
- Language
- ISSN
- 1615-4150
Herein, we report on the photocatalytic reaction of acceptor/acceptor diazoalkanes with terminal alkynes. Experimental and computational studies suggest the formation of a key triplet carbene intermediate that undergoes an addition reaction to the alkyne followed by cyclization to give furan heterocycles (31 to 90% yield). This reaction was studied with a broad range of alkynes and acceptor/acceptor diazoalkanes and now provides access to furans under mild reaction conditions. [ABSTRACT FROM AUTHOR]