A Two-Stage Iterative Process for the Synthesis of Poly-oxazoles

Autor: Atkins, J. M., Vedejs, E.
Zdroj: Organic Letters; July 2005, Vol. 7 Issue: 15 p3351-3354, 4p
Abstrakt: Methodology has been developed to prepare bis-oxazoles via a two-stage iterative process. The sequence begins with C2-chlorination of a lithiated oxazole using hexachloroethane. Generation of the C2−C4‘ bond by SNAr substitution with TosMIC anion, followed by conversion to the heterocycle in a one-pot reaction with glyoxylic acid monohydrate, affords the desired bis-oxazole in good yield and purity. The two-stage process allows for efficient synthesis of a tris-oxazole and the first iterative preparation of a tetra-oxazole.
Databáze: Supplemental Index