The photobromination of. BETA.-styrenesulfonamides and syntheses of 2-arylacetylene-1-sulfonamides.

K Hasegawa, S Hirooka, H Kawahara…

Index: Hasegawa,K. et al. Bulletin of the Chemical Society of Japan, 1977 , vol. 50, p. 2346 - 2350

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Citation Number: 2

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 ...