Abstract
The synthesis and base catalyzed rearrangement of bis-γ-phenylpropargyl sulfone, sulfoxide and sulfonium salts are described. In contrast to the first two compounds which undergo a fast acetylene to allene isomerization followed by a tandem cyclization and aromatization via a diradical mechanism, the latter compound undergoes a [2,3]-sigmatropic shift via the corresponding ylide intermediate.
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