Abstract
The thio-Claisen rearrangement of isomeric 3- and 1-methylallyl phenyl sulfides was investigated. It is demonstrated that the thio-Claisen rearrangement of the 3-methyl isomer is preceded by its thioallyl rearrangement to the 1-methyl isomer. The latter undergoes thio-Claisen rearrangement to o-(3-methylallyl)thiophenol, which is cyclized to 2-ethyl-2,3-dihydrobenzothiophene and 2-methylthiochroman under the reaction conditions.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1191–1194, September, 1981.
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Danilova, T.A., Aukharieva, R.G., Petrov, S.N. et al. Mechanism of the thio-claisen rearrangement of 3-methylallyl phenyl sulfide. Chem Heterocycl Compd 17, 883–886 (1981). https://doi.org/10.1007/BF00505590
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DOI: https://doi.org/10.1007/BF00505590