Visible-light-driven regioselective carbocarboxylation of 1,3-dienes with organic halides and CO2?
Green Chemistry Pub Date: 2022-05-23 DOI: 10.1039/D2GC01256A
Abstract
Harnessing light to convert carbon dioxide (CO2) into value-added fine chemicals is an attractive synthesis strategy. Herein, we report an unprecedented visible-light-driven regioselective carbocarboxylation of 1,3-dienes with CO2 using aryl and alkyl halides under mild conditions with low-cost potassium formate (HCOOK) to produce carbon dioxide radical anions as the potent reducing agent for the challenging organic halide reduction. Highly 3,4-regioselective carbocarboxylation was achieved with 1,1-diaryl-substituted 1,3-dienes, while major 1,4-carbocarboxylation products were obtained with less hindered mono-aryl substituted 1,3-dienes. This protocol renders a rapid method for producing complex β,γ-unsaturated carboxylic acids from easily available 1,3-dienes and organic halides with CO2.
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Journal Name：Green Chemistry
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CAS no.: 89640-58-4
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