A rapid and efficient route to benzazole heterocycles

Richard D. Carpenter; Mark J. Kurth

doi:10.1038/nprot.2010.132

A rapid and efficient route to benzazole heterocycles

Richard D. Carpenter, Mark J. Kurth

Chemistry

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

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	https://doi.org/10.1038/nprot.2010.132
State	Published - Oct 2010

ASJC Scopus subject areas

Biochemistry, Genetics and Molecular Biology(all)

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A rapid and efficient route to benzazole heterocycles

Abstract

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