SYNTHESIS AND REACTIONS OF TRANS-2-(2′-NITROPHENYLTHIO)-1-CHLOROINDANE

P Einbaum, H Suschitzky

Index: Einbaum, Priit; Suschitzky, Hans Phosphorus and Sulfur and the Related Elements, 1985 , vol. 22, p. 231 - 240

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Abstract

Abstract The title compound was prepared by addition of 2-nitrobenzenesulphenyl chloride to indene, and proton nmr was used to prove its trans-structure. The chloro-substituent could be replaced by ethanol under very mild conditions with retention of configuration owing to anchimeric assistance by the bridging S-atom. Analogous reactions were observed with water and other alcohols (MeOH, Me2CHOH, Me3COH, PhSH). Basic nucleophiles ...