Benzoyloxymethyl p-Toluenethiosulfonate: a Crystalline, Stable Synthetic Equivalent for +CH2S+

S. M. Humayun Kabir; Richard F. Langler

doi:10.1071/CH04170

RESEARCH ARTICLE

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Benzoyloxymethyl p-Toluenethiosulfonate: a Crystalline, Stable Synthetic Equivalent for ⁺CH₂S⁺

S. M. Humayun Kabir ^A and Richard F. Langler ^A ^B

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry, Mount Allison University, Sackville, New Brunswick E4L 1G8, Canada.

^B Corresponding author. Email: rlangler@mta.ca

Australian Journal of Chemistry 58(5) 362-367 https://doi.org/10.1071/CH04170
Submitted: 20 July 2004 Accepted: 11 February 2005 Published: 1 May 2005

Abstract

Benzoyloxymethyl p-toluenethiosulfonate has been developed as a reagent for the one-pot preparation of α-sulfide disulfides and the corresponding symmetrical bissulfide disulfides. The reagent is effective for systems bearing terminal aryl groups.

Acknowledgments

The authors gratefully acknowledge Mount Allison University for the award of a McCain postdoctoral fellowship to S.M.H.K. Technical assistance was provided by S. Duffy, C. Chaulk, and E. O’Brien. High-field NMR spectra were obtained by D. Durant. Mass spectra were run by R. Smith.

References

Benzoyloxymethyl p-Toluenethiosulfonate: a Crystalline, Stable Synthetic Equivalent for +CH2S+

Abstract

Acknowledgments

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Benzoyloxymethyl p-Toluenethiosulfonate: a Crystalline, Stable Synthetic Equivalent for ⁺CH₂S⁺