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.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1191–1194, September, 1981. |