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

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 alpha -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. Multicomponent reactions enable the rapid construction of diverse molecular scaffolds with modularity and step economy. In this work, the authors report the use of boronic acids as carbon nucleophiles in a Passerini-type three-component coupling reaction towards an expanded inventory of alpha -hydroxyketones.

Automated summary

Multicomponent reactions facilitate the rapid construction of diverse molecular scaffolds with modularity and step economy. This study utilizes boronic acids as carbon nucleophiles in a Passerini-type three-component coupling reaction to access an expanded inventory of alpha-hydroxyketones.