This protocol describes a rapid, high-yielding, microwave-mediated route that affords benzazole heterocycles in high crude purity and represents a significant advancement toward an environmentally friendly reaction. The reaction of aryl isothiocyanates with o-nucleophilic anilines produces thiourea intermediates that, in the presence of a carbodiimide-functionalized resin, cyclize to benzazoles with the safe removal of one equivalent of hydrogen sulfide. This procedure takes ĝ̂1/48.5 h to complete: 1g-3 h for setup, 4.5 h for benzazole formation and 2 h for workup and purification.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)