Chemistry of the sulfur-nitrogen bond. 14. Arenesulfenic acids from N-alkylidenearenesulfinamides (sulfinimines)

FA Davis, AJ Friedman, UK Nadir

Index: Davis,F.A. et al. Journal of the American Chemical Society, 1978 , vol. 100, # 9 p. 2844 - 2852

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Citation Number: 52

Abstract

Abstract: The synthesis of a novel class of reactive organosulfur-nitrogen compounds, N- alkylidenearenesulfinamides (sulfinimines), 1, prepared by oxidation of the corresponding sulfenimines, 2, is described. Thermally, these compounds rearrange via a concerted or nearly concerted mechanism to afford nitrile and arenesulfenic acid (ArSOH). The electronic effect of substituents on the rate of this reaction is negligible while steric factors are ...

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