Iodine-Catalyzed, Rapid and Efficient, One-Pot Synthesis of 1,2-Dihydro-1-arylnaphtho[1,2e][1,3]oxazine-3-ones Under Solvent-Free Conditions

Abstract

A mixture of β-naphthol, araldehydes, and urea in the presence of a catalytic amount of iodine as catalyst under solvent-free condition was heated for 5 min on a preheated hot plate to get the corresponding 1,2-dihydro-1-aryl-naphtho[1,2-e][1,3]oxazine-3-ones in very good yield.

Keywords:

• Araldehydes
• iodine
• β-naphthol
• naphthoxazinones
• solvent-free condition
• urea

Notes

^a Isolated yield.

^b 4c, 4d, 4e, and 4f were characterized by comparision on TLC and by their melting points with authentic samples prepared by the reported method.^{[ 8 ]}

^c Novel compounds 4g, 4a, and 4b were characterized by ¹H NMR spectral analysis.