A two-stage iterative process for the synthesis of poly-oxazoles |
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Authors: | Atkins Jeffery M Vedejs Edwin |
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Institution: | Department of Chemistry, University of Michigan, Ann Arbor, 48109, USA. |
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Abstract: | reaction: see text]. Methodology has been developed to prepare bis-oxazoles via a two-stage iterative process. The sequence begins with C(2)-chlorination of a lithiated oxazole using hexachloroethane. Generation of the C(2)-C(4)(') bond by S(N)Ar 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. |
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