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The reaction of sulfonium ylides with carbon disulfide

✍ Scribed by Yoshiyuki Hayashi; Toshiyuki Akazawa; Kazuyoshi Yamamoto; Ryohei Oda

Publisher: Elsevier Science
Year: 1971
Tongue: French
Weight: 174 KB
Volume: 12
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)87460-8

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✦ Synopsis

Recent publications concerned with several different resonance-stabilized sulfonlum ylldes have covered their preparation and spectral properties and synthetic utility but relatively few of thlooarbonyl-stablllzed ylldes have been reported'). We wish to report here a synthesis of some dlthloformate-stabilized sulfonlum glides and their facile Intramolecular nucleophlllc substitution and also a new one-step synthesis of a relatively unfamiliar class of compounds, 1,3-dlthletanes. Treatment, at room temperature, of aqueous solution of dlmethylbenzylsulfonlum chloride with carbon dlsulflde and powdered sodium hydroxide gave rise to exothermlc reaction which afforded new yllde Ia which crystallized from dlmethylformamlde-ethanol as a colourless mlcrocryetals, mp. 121-122"C, in 82%

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