Reductive Arylation of Aliphatic and Aromatic Aldehydes with Cyanoarenes by Electrolysis for the Synthesis of Alcohols

01 natural sciences 0104 chemical sciences
DOI: 10.1021/acs.orglett.1c00920 Publication Date: 2021-04-16T15:29:48Z
ABSTRACT
An electroreductive arylation reaction of aliphatic and aromatic aldehydes as well ketones with electro-deficient (hetero)arenes is described. A variety cyano(hetero)arenes carbonyl compounds, especially aldehydes, have been examined, providing secondary tertiary alcohols in moderate to good yields. Mechanistic studies, including cyclic voltammetry (CV), electron paramagnetic resonance (EPR), divided-cell experiments, support the generation ketyl radicals persistent heteroaryl radical anions via cathodic reduction followed by radical-radical cross-coupling.
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