Chemodivergent dearomatization of benzene-linked O-oxime esters <i>via</i> EnT-induced radical cross-coupling.

ABSTRACT: Radical-mediated dearomatization strategies offer a blueprint for building value-added and synthetically valuable three-dimensional skeletons from readily available aromatic starting materials. Herein, we report a novel strategy by leveraging benzene-linked O-oxime esters as triply functionalized precursors to form two distinct persistent radicals under a chemodivergent pathway. These radicals then couple with a cyclohexadienyl radical for either carboamination or carbo-aminoalkylation. Remarkably, a series of 4-(2-aminoethyl)anilines derivatives featuring all-carbon quaternary centers, along with the formation of four different types of chemical bonds, are efficiently constructed through a unique rearomatization cascade in the carboamination. Importantly, employing DMPU as the hydrogen at

SUBMITTER: Zeng G 

PROVIDER: S-EPMC11717118 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature