New Reactions of Thione S-(tert-Alkylimides)

Mohamed I. Hegab, Farouk M.E. Abdel-Megeid, Farouk A. Gad, Sayed A. Shiba, Inger Søtofte, Jørgen Møller, Alexander Erich Eugen Senning

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Two new alpha-chloro sulfenyl chlorides 1, four new 2-thioxo-1-tetralone S-imides 2 (X=CH2), and one new 3-thioxochroman-4-one S-imide 2 (X=O) have been prepared and characterized by comprehensive spectroscopy and, in one case, an X-ray crystal structure determination. Pyrolysis of 2 leads to the corresponding 1,2,4-trithiolanes 3 after extensive sulfur scrambling. Addition of arenethiols to 2 (R5 = t-Bu), but not 2 (R5 = 1- adamantyl), leads to the corresponding adducts 13 with an unusual dithioacetal structure. Ozonolysis of 2 gives the corresponding alpha-diketones such as 16.
Original languageEnglish
JournalActa Chemica Scandinavica
Pages (from-to)284-290
Publication statusPublished - 1999

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