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

Full Text: HTML

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 ...

Related Articles:

Carbon-carbon bond formation by selective coupling of enol silyl ethers with oxime sulfonates

[Matsumura, Yasushi; Fujiwara, Junya; Maruoka, Keiji; Yamamoto, Hisashi Journal of the American Chemical Society, 1983 , vol. 105, # 20 p. 6312 - 6314]

A new and a convenient route to enaminones and pyrazoles

[Stefane, Bogdan; Polanc, Slovenko New Journal of Chemistry, 2002 , vol. 26, # 1 p. 28 - 32]

The use of K-10/ultrasound in the selective synthesis of unsymmetrical β-enamino ketones

[Valduga, Claudete J.; Squizani, Adriana; Braibante, Hugo S.; Braibante, Mara E.F. Synthesis, 1998 , # 7 p. 1019 - 1022]

A new and a convenient route to enaminones and pyrazoles

[Stefane, Bogdan; Polanc, Slovenko New Journal of Chemistry, 2002 , vol. 26, # 1 p. 28 - 32]

More Articles...