4.7 Article

Cu(OTf)2-Phosphoric Acid-Catalyzed Tandem Oxa-Nazarov Cyclization and Dibromination of Conjugated 1,2-Diketones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 22, Pages 15862-15870

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.3c01941

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A facile tandem oxa-Nazarov cyclization and dibromination has been developed, in which the combination of Cu(OTf)2 and diphenyl phosphate (DPP-H) synergistically promotes the coupling of conjugated 1,2-diketones and N-bromosuccinimide, leading to the formation of 2,4-dibromo-3(2H)-furanones in good yields.
A facile tandem oxa-Nazarov cyclization and dibromination has been developed. The combination of Cu(OTf)(2) and diphenyl phosphate (DPP-H) was found to synergistically promote the coupling of conjugated 1,2-diketones and N-bromosuccinimide to form 2,4-dibromo-3(2H)-furanones in good yields.

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