Facile one-pot syntheses of amidines and enamines from oximes via beckmann rearrangement using trifluoromethanesulfonic anhydride

…, T Minowa, JY Onishi, T Mukaiyama

Index: Takuwa, Tomofumi; Minowa, Tomofumi; Onishi, Jim Yoshitaka; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 2004 , vol. 77, # 9 p. 1717 - 1725

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Citation Number: 20

Abstract

Iminocarbocation intermediates were in situ-generated by treating various oximes with trifluoromethanesulfonic anhydride (Tf 2 O) in the presence of triethylamine in toluene and nucleophilic trapping with amines or sodium enolates under mild conditions afforded the corresponding amidines and enamines. Some of the thus-obtained enamines were converted to 2-substituted 4-oxo-3-quinolinecarboxylic acid derivatives by subsequent ...