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Domino reaction of 2,3-dichloroprop-1-ene with diphenyl disulfide in the system hydrazine hydrate-potassium hydroxide
Authors:E P Levanova  V A Grabel’nykh  A V Elaev  N V Russavskaya  L V Klyba  A I Albanov  O A Tarasova  N A Korchevin
Institution:1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, ul. Favorskogo 1, Irkutsk, 664033, Russia
Abstract:2,3-Dichloroprop-1-ene reacted with diphenyl disulfide in the system hydrazine hydrate-potassium hydroxide at 30–35°C to give three products: 2-chloro-3-phenylsulfanylprop-1-ene, 1-phenylsulfanylpropadiene, and 1-phenylsulfanylprop-1-yne. Variation of temperature ensures selective synthesis of one of the above products, which confirms their successive formation (domino reaction). The domino reaction at 60°C goes further to afford (Z)-1,2-bis(phenylsulfanyl)prop-1-ene.
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