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

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...

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Veröffentlicht in:Organic & biomolecular chemistry 2022-08, Vol.2 (32), p.6363-6367
Hauptverfasser: Dattatri, Singam, Maneesh Kumar Reddy, Nanubolu, Jagadeesh Babu, Reddy, Maddi Sridhar
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Sprache:eng
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Zusammenfassung: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. A cascade reaction of enynones with enaminones via cyclative coupling to engineer diverse multisubstituted furans and furano-pyrrole bisheterocycles is described and is proposed to involve carbene insertion and C-C migrations to deliver a totally rearranged product.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob00839d