Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 26, Issue 22, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202300357
Keywords
arylidene pyrazolones; tautomerization; Michael addition; spiropyrazolones; synthetic methods
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The title compounds were synthesized through a reaction between vinyl malononitriles and arylidene pyrazolones catalyzed by base. The reaction involves Michael addition followed by intramolecular cyclization, resulting in the formation of two new C-C bonds. Furthermore, the same reaction with alpha,alpha-dicyano olefins and vinyl malononitriles produces 1,6-dihydro biphenyl compounds. The advantages of this protocol include simple reaction conditions, high yields, and compatibility.
Synthesis of title compounds were accomplished by a reaction of vinyl malononitriles and arylidene pyrazolones catalyzed by base. This protocol proceeds via Michael addition followed by intramolecular cyclization leading to the formation of two new C-C bonds. Further the same reaction was also conducted with alpha,alpha-dicyano olefins and vinyl malononitriles to furnish 1,6-dihydro biphenyl compounds. Simple reaction conditions, high yields and compatibility are the advantages of this protocol.
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