4.8 Article

Amidation of saturated C-H bonds catalyzed by electron-deficient ruthenium and manganese porphyrins. A highly catalytic nitrogen atom transfer process

Journal

ORGANIC LETTERS
Volume 2, Issue 15, Pages 2233-2236

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol000107r

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[GRAPHICS] Amidation of a variety of hydrocarbons with PhI=NTs catalyzed by ruthenium and manganese meso-tetrakis(pentafluorophenyl)porphyrins 1 and 2 afforded N-substituted amides in up to 92% yields with good to excellent substrate conversions. By employing catalyst 2, exceptionally high turnovers (up to 2600) were achieved, and the amidations can be effected by directly using Phi(OAc)(2)/NH2R as amidating reagents; in the case of R = COCF3 a direct amination was realized in up to 90% yield.

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