Synthesis of Prochiral Imines from Aromatic Ketones Using Magnesium Perchlorate as Catalytic Promotor

Abstract

We report the synthesis of new prochiral imines by the reaction of nonsymmetric benzophenone derivates, bencylamines, and anilines in good yields. All the products were characterized by ¹H and ¹³C NMR as an isomeric E/Z mixture. Also, the molecular structures for five derivatives determined by single-crystal x-ray experiments are presented.

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GRAPHICAL ABSTRACT

Keywords:

• Benzophenone
• catalysis
• magnesium perchlorate
• prochiral imines
• synthesis of imines

ACKNOWLEDGMENTS

We thank DGAPA-UNAM (PAPIIT IN203209) and CONACyT (Fellowship 229448) for financial support. Also, we gratefully acknowledge A. Toscano, S. Hernández-Ortega, J. Pérez, and L. Velasco for technical support.

Notes

^a 5 mL of dry DCE.

^b Yields determined by GC.

^c Reaction with Na₂SO₄ or MgSO₄.

^a Reaction with Na₂SO₄ or MgSO₄.

^b 5 mL of solvent.

^c Yields determined by GC.

^a Yields determined by GC.

^b Determined by ¹HNMR and NOESY.

^a Reaction with Na₂SO₄.

^b 5 mL of dry DCE.

^c Yields determined by GC.