Synthesis of fluoro and trifluoromethyl substituents containing novel tetracyclic N-benzylated benzopiperazine fused acridone regioisomers using a greener solvent 2-MeTHF and their DFT studies

Abstract

The current work reports the synthesis of novel tetracyclic N-benzylated benzopiperazine fused acridone regioisomers tagged with three trifluoromethyl and three fluoride substituents. The novelty of this work is based on the execution of green chemical principles, 2-MeTHF (2-Methyl Tetrahydrofuran) was employed as renewable solvent during this benzylation reaction (carried out at room temperature) resulting higher yields (87-94%) under halogenated solvent free methodology. The optimized reaction consists of 1.0 equivalent of compound benzopiperazine fused acridone, 1.5 equivalents of compound appropriate benzyl bromide, 2.0 equivalents of KH, 2-MeTHF solvent (5ml with respect to 1mmol of compound 1).