Passerini-type reaction of boronic acids enables α-hydroxyketones synthesis.
basic_science · Level V
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- Record sourced from PubMed, PMID 33469014.
- Also identified by DOI 10.1038/s41467-020-20727-7 and PMC identifier 7815879.
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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.