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Transformations of 2-methylthiacyclobutane in the presence of aluminum oxide

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The transformations of 2-methylthiacyclobutane at 150–350 °C in the presence of γ-Al2O3 samples with different aprotic acidities were investigated. It was established that the sulfide undergoes isomerization via two pathways, viz., with ring expansion to a five-membered ring and with opening at one C—S bond to give an unsaturated thiol. An experimental confirmation of the consecutive formation of hydrogen sulfide from a one-ring sulfide through a step involving the formation of an unsaturated thiol was obtained for the first time. The transformations are realized as a result of both ionic and polymerization-depolymerization processes.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 184–187, February, 1982.

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Yus'kovich, A.K., Danilova, T.A. & Viktorova, E.A. Transformations of 2-methylthiacyclobutane in the presence of aluminum oxide. Chem Heterocycl Compd 18, 141–144 (1982). https://doi.org/10.1007/BF00512956

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  • DOI: https://doi.org/10.1007/BF00512956

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