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Synlett 2000; 2000(12): 1804-1806
DOI: 10.1055/s-2000-8693
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Dimsyl Anion Mediated Tandem Fragmentation Cyclization Reactions of Alkenoyl Ketenedithioacetals: A Facile Synthesis of Substituted 2,3-Dihydro-4H-thiopyran-4-ones

Reichel Samuel* , Satheesh K. Nair, C. V. Asokan
  • *School of Chemical Sciences, Mahatma Gandhi University, Priyadarsini Hills, Kottayam-68560, India; E-mail: asokan@chem.kuleuven.ac.be
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Publication Date:
31 December 2000 (online)

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Dimsyl sodium induced anionic ring cleavage of 1-(1,3-dithiolane-2-ylidene)-4-aryl-3-butene-2-ones followed by intramolecular cyclisation of the intermediate thiolate anion gave 2-aryl, 6-(vinylsulfanyl)-2,3-dihydro-4H-thiopyran-4-ones in good yields.

thiopyrans - tandem rearrangements - fragmentation reactions - ketenedithioacetals - dimsyl anion

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