Electrorearranged Difunctionalization of 4-Hydroxy-α-benzopyrones.

ABSTRACT

We herein report the exploration of an electrosynthetic strategy as a highly efficient and straightforward alternative protocol for accessing diversely substituted and biologically promising alkyl 2-hydroxy-3-oxo-2,3-dihydrobenzofuran-2-carboxylates through an electrorearranged difunctionalization of 4-hydroxycoumarins, involving the singlet oxygen insertion from molecular oxygen, at ambient temperature. The present method is notably more advantageous than the previously reported photochemical conversion regarding yields and reaction times, substrate scope and functional group tolerability, operational simplicity, and scalability.