4-Bromo-2,3-dihydroisoxazoles: synthesis and application in halogen-lithium exchange reactions

Autor: Róbert Fischer, Lucia Kleščíková, Jana Doháňošová
Rok vydání: 2015
Předmět:
Zdroj: Tetrahedron. 71:6112-6115
ISSN: 0040-4020
DOI: 10.1016/j.tet.2015.06.102
Popis: The synthesis of novel types of 4-bromo-2,3-dihydroisoxazoles using pyridinium tribromide in the presence of base is described. Reactivity of the initial substrates and the yields depend on the substituent at C3. To demonstrate a practical scope of the 4-bromo-substituted 2,3-dihydroisoxazoles, representative 2-benzyl-4-bromo-3,5-diphenyl-2,3-dihydroisoxazole is subjected to halogen-lithium exchange reaction. The corresponding (2,3-dihydroisoxazol-4-yl)lithium reacts with three selected electrophiles to afford 4-substituted 2,3-dihydroisoxazoles in moderate yields.
Databáze: OpenAIRE