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- W4254865006 abstract "Abstract The preparation of quinoxaline‐1,4‐dioxides from the cycloaddition between benzofuroxan (i.e., benzofurazan N ‐oxide) and dienes, α,β‐unsaturated ketones, enamines, or enolates is known as Beirut reaction. Ketones, β‐diketones, β‐ketoesters, β‐ketonitrile, 1,3‐dinitrile, and β‐ketoamides have been found to be suitable for this reaction, and the corresponding enolates can be easily prepared in the presence of a weak base such as triethylamine. Phenolic enolates from phenol, resorcinol, hydroquinone, or benzoquinone undergo a similar dehydrative condensation with benzofuroxan under mild conditions to give phenazine N, N ′‐dioxide derivatives. It has been reported that the Beirut reaction from unsymmetrically monosubstitutedbenzofuroxanes affords two regio‐isomers, however only one regio‐isomer is obtained. When aroylcetopnenones are applied as the enolate precursors, the ortho ‐substituents have shown some directing effect, possibly owing to the steric hindrance." @default.
- W4254865006 created "2022-05-12" @default.
- W4254865006 date "2010-09-15" @default.
- W4254865006 modified "2023-10-03" @default.
- W4254865006 title "Beirut Reaction" @default.
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- W4254865006 doi "https://doi.org/10.1002/9780470638859.conrr067" @default.
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