Categories: C-N Bond Formation > Synthesis of amides >
Aminocarbonylation
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Recent Literature
An efficient ligand-free protocol for the amincocarbonylation of aryl iodides
with aromatic and aliphatic amines afforded the desired amides in excellent
yields using a low loading of palladium(II) acetate as catalyst in water under
mild operating conditions. The system tolerated a wide variety of hindered and
functionalized substrates.
P. J. Tambade, Y. P. Patil, M. J. Bhanushali, B. M. Bhanage, Synthesis, 2008,
2347-2352.
In a simple, Mo-mediated carbamoylation reaction of aryl halides, the
incorporation of carbon monoxide is so efficient that it requires only a slight
excess amount of carbon monoxide in the form of its molybdenum complex, Mo(CO)6.
The reaction is applicable for the synthesis of a wide variety of not only
secondary and tertiary amides but also primary amides by using aqueous ammonia.
W. Ren, M. Yamane, J. Org. Chem., 2010,
75, 8410-8415.
A Pd-catalyzed aminocarbonylation of aryl bromides into the corresponding
Weinreb amides at atmospheric pressure efficiently transforms
eletron-deficient, - neutral, and -rich aryl bromides.
J. R. Martinelli, D. M. M. Freckmann, S. L. Buchwald, Org. Lett.,
2006, 8, 4795-4797.
Molybdenum hexacarbonyl is a convenient and solid carbon monoxide source in a microwave-accelerated
palladium-catalyzed aminocarbonylation of aryl bromides and iodides.
16 different aromatic amides were synthesized under air in good yields after
only 15 min of controlled microwave irradiation.
J. Wannberg, M. Larhed, J. Org. Chem., 2003, 68, 5750-5753
