Abstract
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.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 1731-1736 |
| Number of pages | 6 |
| Journal | Nature Protocols |
| Volume | 5 |
| Issue number | 11 |
| DOIs | |
| State | Published - Oct 2010 |
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
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Cite this
Carpenter, R. D., & Kurth, M. J. (2010). A rapid and efficient route to benzazole heterocycles. Nature Protocols, 5(11), 1731-1736. https://doi.org/10.1038/nprot.2010.132