TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones to Synthesize 2,3-Diaryl-1,4-Diketones in Water

An efficient and green route of C–C bond formation was disclosed to construct 2,3-diaryl-1,4-diketones from α-methylene ketones by the catalysis of tetrabutylammonium iodide (TBAI) with tert-butyl hydroperoxide (TBHP) as an oxidant in water. This reaction affords the desired products in good to exce...

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Veröffentlicht in:ACS omega 2022-01, Vol.7 (2), p.2337-2343
Hauptverfasser: Kong, Lingkai, Hu, Xueping, Bai, Li-Ping
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient and green route of C–C bond formation was disclosed to construct 2,3-diaryl-1,4-diketones from α-methylene ketones by the catalysis of tetrabutylammonium iodide (TBAI) with tert-butyl hydroperoxide (TBHP) as an oxidant in water. This reaction affords the desired products in good to excellent yields from readily available materials, with a broad substrate scope, good functional group tolerance, and mild reaction conditions. Furthermore, tetrasubstituted furan and pyrrole were smoothly constructed from α-methylene ketones in one pot with 96 and 90% yields, respectively.
ISSN:2470-1343
2470-1343
DOI:10.1021/acsomega.1c06216