Rapid, Highly Efficient, and Room-Temperature TiCl₄-Catalyzed Synthesis of Δ⁴-Isoxazolines Under Solvent-Free Conditions

Abstract

Δ ⁴-Isoxazoline derivatives were synthesized in excellent yields via the titanium tetrachloride–catalyzed 1,3-dipolar cycloaddition reaction of nitrones with α,β-unsaturated compounds under neat conditions at room temperatures in very short reaction time.

Keywords:

• Cycloadditions
• isoxazoline
• nitrone
• solvent-free
• titanium tetrachloride

ACKNOWLEDGMENT

The partial financial assistance from the research vice chancellor of Azerbaijan University of Tarbiat Moallem is gratefully acknowledged.

Notes

^a 15 mmol nitrone with 15 mmol DMAD.

^b Molar ratio of catalyst to nitrone.

^c Isolated yields by flash chromatography for entries 2–7 and by GC for entry 1.

^a 15 mmol nitrone with 15 mmol DMAD.

^b Isolated yields after flash chromatography for entries 1–10 and by GC for entries 11 and 12.