ChemInform Abstract: A Facile One‐Pot Synthesis of 3,5‐Disubstituted Isoxazole Derivatives Using Hydroxy (Tosyloxy) Iodobenzene.

Abstract

A Facile One-Pot Synthesis of 3,5-Disubstituted Isoxazole Derivatives Using Hydroxy (Tosyloxy) Iodobenzene. -The reaction of aromatic aldoximes with aliphatic and aromatic alkynes in the presence of a hypervalent iodine reagent proceeds via an in situ generated reactive nitrile oxide intermediate to provide a direct access to disubstituted isoxazoles. The use of the iodine reagent is of limited utility for synthesizing isoxazoles possessing electron-donating substituents on the aromatic nucleus. The advantage of this protocol is the ease of work-up and easy isolation without any need for column chromatographic purification. -(JADHAV, R. D.; MISTRY HITESH D.; MOTIWALA, H.; KADAM, K. S.; KANDRE, S.; GUPTE*, A.; GANGOPADHYAY, A. K.; SHARMA, R.; J. Heterocycl. Chem. 50 (2013) 4, 774-780, http://dx.