Paper
A simple approach to C3-ethoxycarbonylmethylation of thiophenes/furans with diethyl bromomalonate.
Published Jul 27, 2022 · Mengmeng Huang, Jin Tang, J. K. Kim
Organic & biomolecular chemistry
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Abstract
A mild and efficient visible-light-induced radical method was developed to produce C3-malonated five-membered heterocycles using 2-substituted thiophenes/furans and diethyl bromomalonate as the starting materials. Various 2-substituted (benzo)thiophenes/furans were suitable for the C3-ethoxycarbonylmethylation. The free radical mechanism was proposed based on the results of control experiments, cyclic voltammetry experiments and luminescence quenching experiments. We suggested that the heteroleptic halogen-bridged iridium(III) dimers might play an important role in this system.
This study developed a mild and efficient visible-light-induced radical method for producing C3-malonated five-membered heterocycles using 2-substituted thiophenes/furans and diethyl bromomalonate, suggesting heteroleptic halogen-bridged
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