A Novel Method for the Generation of Nitrile Oxides on Solid Phase:  Application to the Synthesis of Substituted Benzopyranoisoxazoles

Autor: Chao, E. Y., Minick, D. J., Sternbach, D. D., Shearer, B. G., Collins, J. L.
Zdroj: Organic Letters; February 2002, Vol. 4 Issue: 3 p323-326, 4p
Abstrakt: 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.
Databáze: Supplemental Index