W. Wang, Jia Li, Li Zhang
Jun 1, 2012
Citations
0
Influential Citations
20
Citations
Journal
Synthesis
Abstract
Ethyl 2-hydroxy-7-methyl-5-oxo-4-aryl-2-(trifluoromethyl)-3,4-dihydro-2 H ,5 H -pyrano[4,3- b ]pyran-3-carboxylate derivatives were synthesized via a one-pot three-component reaction (MCR) promoted by ammonium acetate. The effect of ammonium acetate and the solvent on the reaction efficiency was investigated. Furthermore, treatment of the resultant products with thionyl chloride/pyridine in chloroform gave the corresponding dehydrated products ethyl 4-aryl-7-methyl-5-oxo-2-(trifluoromethyl)-4 H ,5 H -pyrano[4,3- b ]pyran-3-carboxylates and the unexpected defluorinated products ethyl 3-aryl-6-methyl-4-oxo-4 H -furo[3,2- c ]pyran-2-carboxylates. The novel products are highly important for the synthesis of related fluorinated fused heterocyclic compounds.