Regioselective multicomponent synthesis of α-boryl ureas: discovery of a potent main protease inhibitor.

ABSTRACT: The development of efficient synthetic methods for α-boryl ureas is of significant interest due to their potential as drug-like scaffolds in medicinal chemistry. Herein, we present a multicomponent strategy that transforms α-haloboronates, trimethylsilyl isocyanate, sodium iodide, and amines into diverse drug-like scaffold α-boryl ureas under mild conditions. This protocol features broad substrate scope and great functional-group tolerance, and enables the regioselective synthesis of previously inaccessible α-boryl ureas, including late-stage functionalization of drug molecules. Mechanistic studies suggest that a regioselective 1,2-boronate migration pathway may underlie the different regioselectivities observed with primary and secondary amines. To highlight the potential of this methodol

SUBMITTER: Gyasi YI 

PROVIDER: S-EPMC12800895 | biostudies-literature | 2026 Feb

REPOSITORIES: biostudies-literature