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

Kai Yang, Feng Zhang, Tongchang Fang, Chaokun Li, Wangyang Li and Qiuling Song ()
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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

Nature Communications, 2021, vol. 12, issue 1, 1-9

Abstract: 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.

Date: 2021
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DOI: 10.1038/s41467-020-20727-7

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