Synthesis 1985; 1985(10): 958-959
DOI: 10.1055/s-1985-31401
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A Facile Synthesis of 1,1-Bis[methylthio]-1,3-alkadienes

Y. A. Heus-Kloos* , R. L. P. De Jong, H. D. Verkruijsse, L. Brandsma, S. Julia
  • *Laboratory of Organic Chemistry, State University Utrecht, Croesestraat 79, NL-3522 AD Utrecht, The Netherlands
Further Information

Publication History

Publication Date:
27 September 2002 (online)

1,1-Bis[methylthio]-1,3-butadiene and its 3-methyl derivative (which are vinylketene S,S-acetals) are prepared in 80-86% yields in a one-pot reaction by indirect lithiation of propene or isobutene, respectively, via the potassio derivative, reaction of the 2-alkenyllithium with carbon disulfide, and S,S′-dimethylation of the resultant lithium 3-butenedithiolate with methyl iodide.