Phosphine-Catalyzed Domino β/γ-Additions of Benzofuranones with Allenoates: A Method for Unsymmetrical 3,3-Disubstituted Benzofuranones

A phosphine-catalyzed domino process of benzofuranones with allenoates has been developed which furnishes highly functionalized unsymmetrical 3,3-disubstituted benzofuranones in synthetically useful yields. The mechanism for the transformation is a tandem β-umpolung/γ-umpolung process.

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Veröffentlicht in:Organic letters 2017-07, Vol.19 (13), p.3524-3527
Hauptverfasser: Huang, Zhusheng, Yang, Xiuqin, Yang, Fulai, Lu, Tao, Zhou, Qingfa
Format: Artikel
Sprache:eng
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Zusammenfassung:A phosphine-catalyzed domino process of benzofuranones with allenoates has been developed which furnishes highly functionalized unsymmetrical 3,3-disubstituted benzofuranones in synthetically useful yields. The mechanism for the transformation is a tandem β-umpolung/γ-umpolung process.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b01482