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
2007; Elsevier BV; Volume: 63; Issue: 42 Linguagem: Inglês
10.1016/j.tet.2007.07.080
ISSN1464-5416
AutoresMichaïl N. Elinson, Alexey I. Ilovaisky, Alexander S. Dorofeev, Valentina M. Merkulova, Nikita O. Stepanov, Fedor M. Miloserdov, Yuri N. Ogibin, G. I. Nikishin,
Tópico(s)Quinazolinone synthesis and applications
ResumoAn 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.
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