Furan Synthesis via Triplet Sensitization of Acceptor/Acceptor Diazoalkanes. Issue 18 (24th August 2022)

• Record Type: Journal Article
• Authors: Zhu, Siqi; Li, Fang; Empel, Claire; Jana, Sripati; Pei, Chao; Koenigs, Rene M.
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 18(2022)
• Page Start: 3149
• Page End: 3154
• Publication Date: 2022-08-24
• Subjects: Photocatalysis -- Triplet Carbene -- Heterocycles -- Diazoalkanes -- 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.202200654
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: 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 :