Efficient synthesis of episulfones and of SO2 with any variation of oxygen isotopes using HOF.CH3CN

Organic Letters
Tal HarelShlomo Rozen

Abstract

[reaction: see text] Episulfones are quite unstable and difficult to make compounds. HOF.CH(3)CN, a powerful oxygen transfer agent operating under very mild conditions, was successfully employed in converting episulfides to episulfones. Unlike other oxidizing agents, no episulfoxides were formed under standard conditions. Reacting H(18)OF.CH(3)CN with either an episulfide or an episulfoxide leads to the corresponding episulfone with all combinations of oxygen isotopes. Decomposition of such episulfones gives any desirable variation of S(18)O(x)()O (x = 16, 18).

References

Jun 18, 2003·Rapid Communications in Mass Spectrometry : RCM·Alexander B Fialkov, Aviv Amirav
Dec 15, 2004·Journal of Chromatography. a·Alexander B Fialkov, Aviv Amirav
Oct 29, 2005·Angewandte Chemie·Elizabeta Amir, Shlomo Rozen

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Citations

Apr 12, 2016·Chemistry : a European Journal·Piao HeTong-Lai Zhang
Nov 28, 2013·Angewandte Chemie·Peter R ChristensenMichael O Wolf
Jul 28, 2010·Magnetic Resonance in Chemistry : MRC·Martin DracínskýMilos Budesínský
Mar 30, 2010·The Journal of Organic Chemistry·Tal Harel, Shlomo Rozen
Aug 29, 2009·The Journal of Organic Chemistry·Neta SheferShlomo Rozen
Jun 5, 2010·The Journal of Organic Chemistry·Neta Shefer, Shlomo Rozen
Apr 26, 2011·The Journal of Organic Chemistry·Neta Shefer, Shlomo Rozen
Aug 16, 2011·Chemical Reviews·Haixiang Gao, Jean'ne M Shreeve
Jul 16, 2011·The Journal of Organic Chemistry·Shay Potash, Shlomo Rozen
May 30, 2014·Accounts of Chemical Research·Shlomo Rozen
Jul 12, 2011·Journal of Chemical Theory and Computation·Yu LanK N Houk
Feb 9, 2012·Organic Letters·Youlia Hagooly, Shlomo Rozen

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