A Novel Method for the Generation of Nitrile Oxides on Solid Phase: Application to the Synthesis of Substituted Benzopyranoisoxazoles
作者:Esther Y. Chao、Douglas J. Minick、Daniel D. Sternbach、Barry G. Shearer、Jon L. Collins
DOI:10.1021/ol016793r
日期:2002.2.1
[GRAPHICS]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 benzopyranolsoxazole 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.