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Passerini-type reaction of boronic acids enables α-hydroxyketones synthesis

Author

Listed:
  • Kai Yang

    (Fujian Province University, College of Chemistry at Fuzhou University)

  • Feng Zhang

    (Fujian Province University, College of Chemistry at Fuzhou University)

  • Tongchang Fang

    (Fujian Province University, College of Chemistry at Fuzhou University)

  • Chaokun Li

    (Fujian Province University, College of Chemistry at Fuzhou University)

  • Wangyang Li

    (Fujian Province University, College of Chemistry at Fuzhou University)

  • Qiuling Song

    (Fujian Province University, College of Chemistry at Fuzhou University)

Abstract

Multicomponent reactions (MCRs) facilitate the rapid and diverse construction of molecular scaffolds with modularity and step economy. In this work, engagement of boronic acids as carbon nucleophiles culminates in a Passerini-type three-component coupling reaction towards the synthesis of an expanded inventory of α-hydroxyketones with skeletal diversity. In addition to the appealing features of MCRs, this protocol portrays good functional group tolerance, broad substrate scope under mild conditions and operational simplicity. The utility of this chemistry is further demonstrated by amenable modifications of bioactive products and pharmaceuticals as well as in the functionalization of products to useful compounds.

Suggested Citation

  • Kai Yang & Feng Zhang & Tongchang Fang & Chaokun Li & Wangyang Li & Qiuling Song, 2021. "Passerini-type reaction of boronic acids enables α-hydroxyketones synthesis," Nature Communications, Nature, vol. 12(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-020-20727-7
    DOI: 10.1038/s41467-020-20727-7
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