Tetrahedron

Reaction between Δ 2-oxazolin-5-ones and nitrosobenzene. Formation of 1, 2, 4-oxadiazolines

H Rodríguez, H Pavez, A Márquez, P Navarrete

Index: Rodriguez, H.; Pavez, H.; Marquez, A.; Navarrete, P. Tetrahedron, 1983 , vol. 39, # 1 p. 23 - 27

Full Text: HTML

Citation Number: 14

Abstract

2, 4-diphenyl-and 2-p-methylphenyl-4-phenyl-Δ2-oxazolin-5-ones react at 80–110° C with nitrosobenzene to give benzamidines. However, reactions conducted at room temperature afford in high yield, the heretofore undescribed Δ4-1, 2, 4-oxadiazolin-3-carboxylic acids by regiospecific 1, 3-dipolar cycloaddition. Thermal decomposition of the oxadiazolinecarboxylic acids gives the corresponding benzamidines.