A novel method for the generation of nitrile oxides on solid phase: application to the synthesis of substituted benzopyranoisoxazoles.
A solid-phase synthesis of substituted benzopyranoisoxazoles is described. The six-step synthesis features a novel method of generating nitrile oxides on a polymer support followed by an intramolecular 1,3-dipolar cycloaddition with a tethered alkyne for assembly of the benzopyranoisoxazole scaffold. Furthermore, the utilization of single-bead attenuated total reflectance Fourier transform infrared (ATR-IR) microspectroscopy as an essential analytical tool for reaction optimization is highlighted.
Chao
Esther Y
EY
GlaxoSmithKline, Five Moore Drive, Research Triangle Park, NC 27709, USA.
Minick
Douglas J
DJ
Sternbach
Daniel D
DD
Shearer
Barry G
BG
Collins
Jon L
JL