Tetrahedron

Unexpected course of rearrangement of substituted S-(1 (3H)-isobenzofuranone-3-yl) isothiuronium bromides

J Váňa, M Sedlák, Z Padělková, J Hanusek

Index: Vana, Jiri; Sedlak, Milos; Hanusek, Jiri; Padelkova, Zdenka Tetrahedron, 2012 , vol. 68, # 47 p. 9808 - 9817,10

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Citation Number: 6

Abstract

Three series of S-(1 (3H)-isobenzofuranone-3-yl) isothiuronium bromides differing in substitution at the isothiuronium moiety (none, one or two methyl groups) and at the benzene ring were prepared and characterized. These salts were then treated with various bases (acetate, triethylamine, Na2CO3) to give either 1-hydroxy-3-oxo-1, 3-dihydro-2H- isoindol-2-carbothioamides or the product of S to N isobenzofuranone-3-yl migration, ie, 1, ...

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