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- W2066409675 abstract "The photobromination of trans-β-styrenesulfonamides in acetic acid at 16–18 °C gave about 75 : 25 mixtures of threo (cis adducts)- and erythro-1,2-dibromo-2-arylethane-1-sulfonamides (trans adducts). A similar photobromination of cis-β-styrenesulfonamide afforded a 33 : 67 mixture of the threo (trans adduct)- and the erthro-dibromides (cis adduct). The diastereomers could be separated by fractional recrystallization. The cis adducts were shown to be formed neither by secondary isomerization nor by (presumably) ionic addition. The trans dehydrobromination of the threo- and the erythro-dibromides with Et3N gave (Z)- and (E)-β-bromo-β-styrenesulfonamides respectively, which underwent further facile dehydrobromination with aqueous 1 M NaOH at 45–50 °C to afford 2-arylacetylene-1-sulfonamides. They were also prepared from (Z)-α-chloro-β-styrenesulfonamide by an analogous procedure." @default.
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- W2066409675 date "1977-09-01" @default.
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- W2066409675 title "The Photobromination of β-Styrenesulfonamides and Syntheses of 2-Arylacetylene-1-sulfonamides" @default.
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- W2066409675 doi "https://doi.org/10.1246/bcsj.50.2346" @default.
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