A convenient strategy for the synthesis of 4,5-bis(o-haloaryl)isoxazoles
A series of new 1,2-bis(o-haloaryl)ethanones is efficiently prepared and applied to the synthesis of 4,5-bis(o-haloaryl)isoxazoles. Isolation of intermediate hydroxyisoxazolines, which are structurally examined, provides a definitive proof for a heterocyclization mechanism based on an amine exchange process. The isolation and X-ray crystallographic studies of significant side products such as benzamides and triarylpropionitriles are also described.
Olivera
R
Kimika Organikoa Saila, Zientzi Fakultatea, Euskal Herriko Unibertsitatea, Bilbao, Spain.
SanMartin
R
Dominguez
E
Solans
X
Urtiaga
MK
Arriortua
MI