N-Aryl-2-nitrosoanilines as intermediates in the synthesis of substituted phenazines from nitroarenes
Autor: | Adam Trawczyński, Karolina Stachowska, Zbigniew Wróbel, Andrzej Kwast |
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Rok vydání: | 2011 |
Předmět: | |
Zdroj: | Tetrahedron Letters. 52:6484-6488 |
ISSN: | 0040-4039 |
DOI: | 10.1016/j.tetlet.2011.09.113 |
Popis: | N-Aryl-2-nitrosoanilines, available from the reaction of nitroarenes with anilide anions, undergo cyclization to furnish substituted phenazines. The reaction is promoted by potassium carbonate in methanol, N,O-bis(trimethylsilyl)acetamide (BSA) in aprotic solvents, and by acetic acid. The method is illustrated by the synthesis of 1-methoxyphenazine, a precursor of pyocyanine, starting from the appropriate nitroarene–aniline pairs. |
Databáze: | OpenAIRE |
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