title: A novel method for the generation of nitrile oxides on solid phase: application to the synthesis of substituted benzopyranoisoxazoles.
abstract: 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.
authors.affiliation: GlaxoSmithKline, Five Moore Drive, Research Triangle Park, NC 27709, USA.
authors.forename: Esther Y
authors.initials: EY
authors.lastname: Chao
authors.forename: Douglas J
authors.initials: DJ
authors.lastname: Minick
authors.forename: Daniel D
authors.initials: DD
authors.lastname: Sternbach
authors.forename: Barry G
authors.initials: BG
authors.lastname: Shearer
authors.forename: Jon L
authors.initials: JL
authors.lastname: Collins