Journal
ORGANIC LETTERS
Volume 6, Issue 24, Pages 4627-4629Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol047933a
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[GRPAHICS] A series of alpha-diazo-beta-ketoesters were reacted with Boc amino acid amides in the presence of rhodium octanoate catalyst. The resulting N-H insertion products were treated with acid, providing the 1,4-azine intermediates, which were oxidized by air to form the corresponding pyrazine-6-one products. The pyrazine-6-ones were further derivatized by N-alkylation or by conversion to the arylpyrazines using sequential bromination and Suzuki coupling reactions.
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