The
catalyst-free electrochemical di- and trifluoromethylation/cyclization
of N-substituted acrylamides was realized under external oxidant-free
conditions. The strategy provides expedient access to fluoroalkylated
oxindoles and 3,4-dihydroquinolin-2(1H)-ones with
ample scope and broad functional group tolerance by mild, direct electrolysis
of sodium sulfinates in an undivided cell. Detailed mechanistic studies
provided strong support for a SET-based reaction manifold.
Expanding ring under green electricity: The electrosynthetic approach enabled atom-economical synthesis of challenging medium-sized lactams through a unique remote amidyl migration under exceedingly mild, transition metal- and oxidant-free conditions.
The electrochemical thiocyanation/cyclization of aldehyde hydrazones was developed under external oxidant-free and catalyst-free conditions. In contrast to previous thiocyanation, this electrosynthetic approach enabled a cascade C-H thiocyanation/cyclization through a mild, direct electrolysis manner in an undivided cell without the additive of halogens and stoichiometric oxidants. In this protocol, commercially available and inexpensive sodium thiocyanate was used, which played a dual role as a thiocyanation reagent and electrolyte. This strategy provides expedient access to functionalized sulfur-containing triazolium inner salts with ample scope and diverse functional group tolerance. Based on the findings of mechanistic studies, a reaction mechanism was proposed.
The C‒H enaminylation of novel 6-(1H-indol-1-yl)-purines with ketenimines was accomplished by means of eco-friendly aqueous manganese catalysis, as well as rhenium catalysis with low catalyst loading. The versatile C‒H enaminylation...
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