MECHANISM OF THE THIO-CLAISEN REARRANGEMENT OF 3-METHYLALLYL PHENYL SULFIDE
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.
Danilova, T. A.,Aukharieva, R. G.,Petrov, S. N.,Grobovenko, S. Ya.,Viktorova, E. A.
p. 883 - 886
(2007/10/02)
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