The Journal of Organic Chemistry

Intermediacy of o-Sulfonylium Arenide Ylides in the Reactions of Arenesulfonyl Derivatives with Strong Bases: Insight into the Puzzling Rearrangement of N- …

JJ Eisch, Y Qian, CS Chiu

Index: Wagenaar, Anno; Kirby, Anthony J.; Engberts, Jan B. F. N. Recueil des Travaux Chimiques des Pays-Bas, 1985 , vol. 104, # 7-8 p. 203 - 205

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Abstract

... Volume: Page: Digital Object Identifier (DOI). ... J. Org. ... 6 Finally, the reaction of N-arylsulfonamides (1e; E = NPhR) with RLi causes a profound and ill-understood rearrangement leading to a 2-aminodiaryl sulfone in yields of 50−90% (cf., e.g., 1e → 9 in eq 2). 7,8. ...