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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 9
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Original Articles

Sulfinyl Chlorides Through the Oxidative Chlorination of Sulfenyl Derivatives with Trimethylsilyl Acetate/Sulfuryl Chloride System

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Pages 1207-1213 | Received 21 Sep 1993, Published online: 23 Sep 2006

References

  • Kolbe , A. Dediacated to Doz. on the occasion of his 60th birthday
  • Stirling , C. J. M. 1971 . Int. J. Sulfur Chem., B , 6 : 277
  • Tillett , J. G. 1990 . “ The Chemistry of Sulfinic Acids, Esters and Their Derivatives ” . Edited by: Patai , S. p. 577 Chichester : John Wiley and Sons .
  • Douglass , I. B. , Farrah , B. S. and Thomas , E. G. 1961 . J. Org. Chem. , 26 : 1996
  • Douglass , I. B. and Norton , R. V. 1968 . J. Org. Chem. , 33 : 2104
  • Kee , M. L. and Douglass , I. B. 1970 . Org. Prep. Proceed. Int. , 2 : 235
  • Müller , W. and Schenk , K. 1978 . Chem. Ber , 111 : 2870
  • Youn , J.-H. and Herrmann , R. 1986 . Tetrahedron Lett. , 27 : 1493
  • Youn , J.-H. and Herrmann , R. 1987 . 72 Synthesis
  • Thea , S. and Cevasco , G. 1987 . Tetrahedron Lett. , 28 : 5193
  • According to ref. 4a these reactions were finished after 4 hr.
  • “ This compounds is commercialy available ” . Fluka : Aldrich . It can also be conveniently prepared by the silylation of acetic acid
  • Pierce , A. E. 1968 . “ Silylation of Organic Compounds ” . p. 160 Rockfard, , Illinois, USA : Pierce Chemical Company .
  • All sulfinyl chlorides exhibited satisfactory 1H-NMR data.For example the spectrum of isopropylsulfinyl chloride2cshows the magnetic nonequivalence of the geminal methyl groups9. Structures of some of them 2d and 2h were further confirmed by the conversion into the corresponding O-methyl n-butanesulfinate and O-methyl p-toluenesulfinate.
  • Mikołajczyk , M. and Drabowicz , J. 1971 . Z. für Naturforsch. , 26b : 1372

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