Beilstein J. Org. Chem.2024,20, 2392–2400, doi:10.3762/bjoc.20.203
diarylacetic acids from diarylmethanol species and carbon dioxide without transformation of the hydroxy group into appropriate leaving groups, such as halides and esters including carbonates.
Keywords: C(sp3)–O bond cleavage; diarylaceticacid; diarylmethanol; electrochemical reduction; fixation of carbon
electrochemical and the second efficient example of diarylaceticacid 2 synthesis from diarylmethanol compounds 1 and carbon dioxide in one step.
Results and Discussion
Although we have previously obtained diphenylacetic acid (2a) in 81% yield by electrochemical carboxylation of diphenylmethanol (1a) [19
and then extracted with ethyl acetate (30 mL × 5). The combined ethyl acetate solution was washed with H2O (100 mL × 3) and dried over MgSO4. Evaporation of the solvent gave a diarylaceticacid 2. The organic layer, extracted by aqueous saturated NaHCO3, was washed with H2O (100 mL × 3) and dried over
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Graphical Abstract
Scheme 1:
Synthesis of diarylacetic acids 2 from diarylmethanol compounds 1 and carbon dioxide.