doi: 10.1039/b903878g.
Epub 2009 Apr 24.
The rhodium carbene route to oxazoles: a remarkable catalyst effect
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- PMID: 19587943
- DOI: 10.1039/b903878g
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The rhodium carbene route to oxazoles: a remarkable catalyst effect
Chem Commun (Camb).
.
Abstract
Dirhodium tetraacetate catalysed reaction of alpha-diazo-beta-keto-carboxylates and -phosphonates with arenecarboxamides gives 2-aryloxazole-4-carboxylates and 4-phosphonates by carbene N-H insertion and cyclodehydration; in stark contrast, dirhodium tetrakis(heptafluorobutyramide) catalysis results in a dramatic change of regioselectivity to give oxazole-5-carboxylates and 5-phosphonates.
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