Multicomponent Selective Assembling Aldehydes, N , N′ ‐Dialkylbarbituric Acids, and 4‐Hydroxycoumarin Into Medicinally Relevant Spirobarbituric 2,3‐Dihydro‐ 4 H ‐Furo[2,3‐ c ]Chromen‐4‐One Scaffold
Year: 2026
Type: article
Abstract: ABSTRACT The new type of multicomponent tandem Knoevenagel–Michael reaction with further cyclization was found: the transformation of arylaldehydes, N , N '‐dialkylbarbituric acids and 4‐hydroxycoumarin by the action of morpholine, and then N ‐bromosuccinimide in ethanol without any other additives at ambient temperature led to selective formation of the medicinally relevant unsymmetrical spirobarbituric 2,3‐dihydro‐4 H ‐furo[2,3‐ c ]chromen‐4‐ones with three pharmacology active heterocyclic rings in 85%–98% yields. This new multicomponent reaction is a simple selective and efficient way to spiro[furo[3,2‐ c ]chromene‐2,5′‐pyrimidines], which are promising compounds for the different biomedical applications, among them anticonvulsants, anti‐AIDS agents, and anti‐inflammatory remedies. This synthetic multicomponent procedure does not require heating, long reaction times, or complex equipment. It is easy to carry out, and the procedure for isolating the final compounds is very simple. This new multicomponent method is applicable for large‐scale processes with modern environmental requirements. All these advantages make this method valuable for the synthesis of new potential biologically active compounds.
DOI: 10.1002/jhet.70176
Institution: N.D. Zelinsky Institute of Organic Chemistry
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: bronze
OpenAlex ID: W7130420857