Categories: Synthesis of N-Heterocycles >
Synthesis of pyrazoles
Recent Literature

1,3-Diketones, which were synthesized in situ from ketones and acid
chlorides, were converted into pyrazoles by the addition of hydrazine. This
method allows a fast and general synthesis of previously inaccessible
pyrazoles and synthetically demanding pyrazole-containing fused rings.
S. T. Heller, S. R. Natarajan, Org. Lett.,
2006, 8, 2675-2678.

A regioselective one-pot synthesis of substituted pyrazoles from N-monosubstituted
hydrazones and nitroolefins gives products in good yields. A key
nitropyrazolidine intermediate is characterized and a plausible mechanism is
proposed.
X. Deng, N. S. Mani, Org. Lett.,
2006, 8, 3505-3508.

A highly regioselective synthesis of 1-aryl-3,4,5-substituted pyrazoles based on
the condensation of 1,3-diketones with arylhydrazines proceeds at room
temperature in N,N-dimethylacetamide and furnishes pyrazoles in good
yields.
F. Gosselin, P. D. O'Shea, R. A. Webster, R. A. Reamer, R. D. Tillyer, E. J. J.
Grabowski, Synlett, 2006,
3267-3270.

Pyrazole or isoxazole derivatives are prepared by a palladium-catalyzed four-component coupling of a terminal alkyne, hydrazine (hydroxylamine),
carbon monoxide under ambient pressure, and an aryl iodide.
M. S. M. Ahmed, K. Kobayashi, A. Mori, Org. Lett.,
2005, 7, 4487-4489.

M. S. M. Ahmed, K. Kobayashi, A. Mori, Org. Lett.,
2005, 7, 4487-4489.

A general, highly flexible Cu-catalyzed domino C-N coupling/hydroamination
reaction constitutes a straightforward alternative to existing methodology
for the preparation of pyrroles and pyrazoles.
R. Martin, M. R. Rivero, S. L. Buchwald, Angew. Chem. Int. Ed., 2006, 45, 7079-7082.

In the presence of activated carbon, Hantzsch 1,4-dihydropyridines and
1,3,5-trisubstituted pyrazolines were aromatized with molecular oxygen to the
corresponding pyridines and pyrazoles in excellent yields.
N. Nakamichi, Y. Kawashita, M. Hayashi, Synthesis, 2004,
1015-1020.
