Electrocatalytic multicomponent assembling of isatins, 3-methyl-2-pyrazolin-5-ones and malononitrile: facile and convenient way to functionalized spirocyclic [indole-3,4'-pyrano[2,3-c]pyrazole] system.
Electrochemically induced catalytic multicomponent transformation of isatins, 3-methyl-2-pyrazolin-5-ones and malononitrile in ethanol in an undivided cell in the presence of sodium bromide as an electrolyte results in the formation of spirooxindoles with fused functionalized pyrano[2,3-c]pyrazole system in 78-99} yields. The developed efficient electrocatalytic approach to medicinally relevant spirocyclic [indole-3,4'-pyrano[2,3-c]pyrazoles] is beneficial from the viewpoint of diversity-oriented large-scale processes and represents a novel example of facile environmentally benign synthetic concept for electrocatalytic multicomponent reaction strategy.
Elinson
Michail N
MN
N. D. Zelinsky Institute of Organic Chemistry, Leninsky Prospect 47, 119991, Moscow, Russia. elinson@ioc.ac.ru
Dorofeev
Alexander S
AS
Miloserdov
Fedor M
FM
Nikishin
Gennady I
GI
D001965:Bromides / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D004563:Electrochemistry; D000431:Ethanol / Q000737:chemistry; D007510:Isatin / Q000737:chemistry*; D008956:Models, Chemical; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D047069:Pyrazolones / Q000737:chemistry*; D017670:Sodium Compounds / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D001965:Bromides; D009570:Nitriles; D047069:Pyrazolones; D017670:Sodium Compounds; D013141:Spiro Compounds; D000431:Ethanol; D007510:Isatin; C000945:dicyanmethane; C027938:sodium bromide