Diastereoselective synthesis of CF3-oxazinoquinolines in water

Abstract

A highly efficient stereoselective synthesis of CF₃-oxazinoquinolines was elaborated using the reaction of CF₃-ynones with quinolines in water. It was demonstrated that under these green conditions, the reaction proceeds up to 20 times faster to provide target compounds in almost quantitative yields. Moreover, this method is devoid of any chromatographic purification to give CF₃-oxazinoquinolines with complete diastereoselectivity. The presented eco-friendly approach was found much more efficient than standard reactions in organic solvents. The synthetic utility of the prepared CF₃-oxazinoquinolines was demonstrated.