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Electrocatalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile: facile and convenient way to functionalized spirocyclic (5,6,7,8-tetrahydro-4H-chromene)-4,3′-oxindole system
Authors:Michail N Elinson  Alexey I Ilovaisky  Valentina M Merkulova  Nikita O Stepanov  Fedor M Miloserdov  Yuri N Ogibin  Gennady I Nikishin
Institution:N. D. Zelinsky Institute of Organic Chemistry, Leninsky prospect 47, 119991 Moscow, Russia
Abstract:An electrochemically induced catalytic multicomponent transformation of cyclic 1,3-diketones, isatins, and malononitrile in alcohols in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of spirooxindoles with fused functionalized 5,6,7,8-tetrahydro-4H-chromene system in 83-98% yields. The application of this efficient electrocatalytic method to the formation of medicinally relevant spirocyclic (4H-chromene)-4,3′-oxindoles is beneficial from the viewpoint of diversity-oriented large-scale processes and represents novel, facile, and environmentally benign synthetic concept for multicomponent reaction strategy.
Keywords:Electrochemistry  Electrocatalysis  Multicomponent reactions  Chromenes  Spirooxindoles
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