Yuanxun Zhu, Guangwei Yin, Lang Sun
Dec 9, 2012
Citations
0
Influential Citations
21
Citations
Journal
Tetrahedron
Abstract
2,5-Dihydroisoxazoles, 4-iodo-2,5-dihydroisoxazoles, and 4-bromo-2,5-dihydroisoxazoles were efficiently constructed from propargylic alcohols and N-tosyl hydroxylamine using ytterbium triflate, iodine and N-bromosuccinimide, respectively. N-sulfonylallenamide is postulated to be the key intermediate for these tandem transformations. Moreover, the resulting 4-iodo-2,5-dihydroisoxazoles could be elaborated by palladium-catalyzed carbonylation to generate 4-methoxycarbonyl-4,5-dihydroisoxazoles.