This review highlights the recent progress in the electrochemical cascade cyclization reactions for the synthesis of carbon rings and heterocycles such as pyridines, quinolines, phenanthridines, cinnolines, 1,4-dihydroquinolines, oxindoles, imidazo[1,5-a]pyridines, imidazoles, etc. The works included herein are introduced in tow major sections of heterocycle construction and carbocycle construction reactions, covering the works reported from 2012 to 2022.
The synthesis of N-naphthyl pyrazoles has been realized by the direct three-component reactions of enaminones, aryl hydrazine hydrochlorides and internal alkynes via Rh(III) catalysis. The synthetic reactions employing simple substrates...
A facile and practical method for the synthesis of fused tricyclic pyrazolo[5,1-a]isoquinolines has been realized via the reactions of enaminones, hydrazine hydrochloride, and internal alkynes. By means of Rh catalysis, the extraordinary high-order bond functionalization, including the transformation of aryl C−H, ketone C�O, and alkenyl C−N bonds in the enaminones, marks the major feature of the cascade reactions. The results disclose the individual advantage of enaminones in the design of novel and efficient synthetic methods.
By
using readily available enaminones, aryl hydrazine hydrochlorides,
and alkynes as starting materials, the chemo-selective three-component
synthesis of atropisomeric N-(o-alkenylaryl)
pyrazoles has been efficiently accessed with rhodium catalysis. Unlike
Satoh–Miura reaction leading to the alkyne-based C–H
benzannulation by using prior prepared N-phenyl pyrazoles
and alkynes as substrates, this three-component protocol displays
unprecedented selectivity of C–H alkenylation by blocking the
second round metal alkenylation with the key protonation step in the
presence of acids.
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