Visible-Light-Promoted Reaction of N-Hydroxyphthalimide Esters with Vinyl Boronic Pinacol Ester

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2023)

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Abstract
A novel and easy-to-execute light-driven protocol for the preparation of alkyl boronic acid pinacol esters from vinyl boronate using N-hydroxyphthalimide esters as the potential precursor is described. In this photochemical protocol, the N-hydroxyphthalimide ester's fragmentation generates C-centered radicals, which undergo a radical Michael addition to vinyl boronic pinacol ester furnishing the desired products. A good substrate scope having various functionalities is presented and good to high yields are obtained.
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Key words
amino acids,boron,Giese reaction,photochemistry,radical addition
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