4.3 Article

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

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 257, Issue -, Pages -

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2022.109989

Keywords

Green solvent; N-Benzylation; DFT Studies; Room temperature reaction; synthesis of different regioisomers

Funding

  1. Aragen Life SciencesPvt. Ltd
  2. University Grants Commission (UGC) -India [F.20-1 (28) /2012 (BSR)]

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This study reports a method for synthesizing novel compounds based on the principles of green chemistry and using renewable solvents, resulting in high yields.
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).

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