Alkyl aryl thioketones have been recently reported to give cyclopentanethiols on irradiation. With mercury(II) acetate these are converted into the corresponding olefinic hydrocarbons. Based on these reactions a simple synthesis of (±)-cuparene (1,2,2-trimethyl-1-p-tolylcyclopentane) is described.
P. De Mayo and R. Suau, J. Chem. Soc., Perkin Trans. 1, 1974, 2559 DOI: 10.1039/P19740002559
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