4-Hydroxycoumarin is involved in annulation reactions, due to the relatively high acidity of the C-H bond at the 3-position: a three-component reaction with isocyanides and dialkyl acetylene dicarboxylates affords annulated 4H-pyrans.
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Applications
4-Hydroxycoumarin is involved in annulation reactions, due to the relatively high acidity of the C-H bond at the 3-position: a three-component reaction with isocyanides and dialkyl acetylene dicarboxylates affords annulated 4H-pyrans.
Solubility
Soluble in ethanol and dimethyl formamide. Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only
General References:
- M. R. HADLER.; R. S. SHADBOLT. Novel 4-hydroxycoumarin anticoagulants active against resistant rats. Nature. 1975, 253 275 - 277.
- A. M. El-Agrody.; M. S. Abd El-Latif.; N. A. El-Hady.;A. H. Fakery.; A. H. Bedair. Heteroaromatization with 4-Hydroxycoumarin Part II: Synthesis of Some New Pyrano[2,3-d]pyrimidines, [1,2,4]triazolo[1,5-c]pyrimidines and Pyrimido[1,6-b]-[1,2,4]triazine Derivatives. Molecules. 2001, 6 (6), 519-527.
- Like 4-Hydroxy-6-methyl-2-pyrone, L11457, can participate in annulation reactions, due to the relatively high acidity of the C-H bond at the 3-position: a three-component reaction with isocyanides and dialkyl acetylene dicarboxylates affords annulated 4H-pyrans: Tetrahedron, 62, 3016 (2006). For reaction scheme, see: tert-Butyl isocyanide, L19747.