4.6 Article

Cu-Catalyzed tandem cyclization and coupling of enynones with enaminones for multisubstituted furans & furano-pyrroles

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 32, Pages 6363-6367

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob00839d

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Funding

  1. CSIR
  2. DST [EMR/2017/0002413]

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A cascade reaction of enynones with enaminones via carbene insertion and aryl migration is reported in this study, which efficiently constructs distinctive multisubstituted furans with an all-carbon quaternary center. The protocol can be extended to synthesize furano-pyrrole bis-heterocycles in the same pot. The heterogeneity of this reaction was demonstrated by generating divergent chemical space under relatively mild reaction conditions.
A synthetic strategy that efficiently constructs complex molecular diversity in a few steps will always be embraced by organic chemists. Here, we report a cascade reaction of enynones with enaminones via carbene insertion and aryl migration to engineer distinctive multisubstituted furans with an all-carbon quaternary center, and could extend the protocol in the same pot towards furano-pyrrole bis-heterocycles. Heterogeneity of this protocol was proved with the upshot of divergent chemical space under a relatively mild reaction environment.

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