Abstract
The reaction of 1-(alk-1-ynyl)-1-chlorocyclopropanes with arenethiols in DMSO in the presence of KOH at 90–100 °C affords the corresponding 1-(alk-1-ynyl)-2-arylsulfanyl-cyclopropanes in the yields up to 67%. At the same time, [1,2-bis(alkylsulfanylalk-1-enyl]cyclopropanes or mixtures of isomeric 1-(alk-1-ynyl)-2-alkyltsulfanylcyclopropanes and (alkylsulfanyl)alkenylidenecyclopropanes are formed in analogous reactions with alkanethiols depending on the substituent at the triple bond of the starting compound.
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2354–2358, December, 2009.
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Shavrin, K.N., Gvozdev, V.D. & Nefedov, O.M. Reactions of 1-(alk-1-ynyl)-1-chlorocyclopropanes with arenethiols and alkanethiols in dimethyl sulfoxide in the presense of KOH. Russ Chem Bull 58, 2432–2436 (2009). https://doi.org/10.1007/s11172-009-0340-8
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DOI: https://doi.org/10.1007/s11172-009-0340-8