Tuning Benzylic C−H Functionalization of (Thio)xanthenes with Electrochemistry
Changji Wang,
Na Yang,
Chao Li
et al.
Abstract:Here, we report a tunable electrochemical benzylic C−H functionalization of (thio)xanthenes with terminal alkynes and nitriles in the absence of any catalyst or external chemical oxidant. The benzylic C−H functionalization can be well controlled by varying the electrochemical conditions, affording the specific coupling products via C−C and C−N bond formation.
A catalyst‐free electrochemical alkylacetoxylation reaction of terminal alkynes with (thio)xanthenes and carboxylic acids is developed. Treating the addition products with K2CO3 as a base in methanol affords the ketones in moderate to good yields. Preliminary experimental and computational studies indicate that the benzylic cation generated from the (thio)xanthenes triggers the electrophilic addition to alkynes.
A catalyst‐free electrochemical alkylacetoxylation reaction of terminal alkynes with (thio)xanthenes and carboxylic acids is developed. Treating the addition products with K2CO3 as a base in methanol affords the ketones in moderate to good yields. Preliminary experimental and computational studies indicate that the benzylic cation generated from the (thio)xanthenes triggers the electrophilic addition to alkynes.
An electrochemical oxidation-induced amination of simple alkylarenes with sulfoximines as a nitrogen source and 5,6-dimethyl-1H-benzo[d]imidazole as a catalyst under mild conditions has been developed. This protocol represents a rare example...
In this review, the achievements made in Ritter-type amination through electrochemical, flow-electrochemical and photoelectrochemical strategies are introduced based on the classification of reaction substrates.
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