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DABCO-Catalyzed the Synthesis of Densely Functionalized Cyclohexanones in a Benign Manner
Nourallah Hazeri,Mojtaba Lashkari,Maryam Fatahpour,Mahla Sheikhveisi 대한화학회 2020 Bulletin of the Korean Chemical Society Vol.41 No.8
In this study, a robust DABCO-catalyzed method has been reported for the reaction of readily available material, including various aromatic/aliphatic aldehydes and acetoacetanilide affording N,N?-diaryl-2-aryl-6-hydroxy-6-methyl-4-oxocyclohexane-1,3-dicarboxamides. The reaction proceeds at 50 °C under solvent-free conditions via a one-pot pseudo-three-component reaction to yield functionalized cyclohexanones containing four quaternary stereogenic centers. Simple reaction conditions, moderate-to-high yields of product, no need of column chromatographic purification, eco-friendliness, shorter reaction time, and simple work-up has transformed this method an interesting route to the available procedures. The stereoselectivity of compounds was envisaged with crystallography and NMR spectroscopy.