We
report a cathodic reduction-dominated electrochemical approach
for the hydrogenation of azobenzenes in dichloromethane. With cheap
and readily available N,N-diisopropylethylamine
as a catalytic mediator, the reaction proceeded smoothly in a simple
undivided cell under constant-current electrolysis. A series of azobenzenes
were successfully reduced to the corresponding hydrazobenzenes in
moderate to high yields at room temperature. Preliminarily mechanistic
studies indicate that solvent dichloromethane acts as a hydrogen source.
The use of a common solvent as a hydrogen source, no need for stoichiometric
mediators or metallic reductants, and mild conditions make this work
a more straightforward and sustainable protocol for hydrogenation
of azobenzenes.
A visible-light-promoted α-methoxymethylation and aminomethylation of ketones using methanol as a sustainable C1 source has been developed. With rose bengal as photosensitizer and air as green oxidant, the methoxymethylation reactions...
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