Reaction of N-Monosubstituted Hydrazones with Nitroolefins: A Novel Regioselective Pyrazole Synthesis
Xiaohu Deng* and Neelakandha S. Mani
*Department of Drug Discovery, Johnson & Johnson Pharmaceutical R&D LLC,
3210 Merryfield Row, San Diego, California 92121, Email: xdeng
prdus.jnj.com
X. Deng, N. S. Mani, Org. Lett., 2006, 8, 3505-3508.
DOI: 10.1021/ol061226v (free Supporting Information)
Abstract
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.
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proposed mechanism
Key Words
pyrazoles, 1,3-dipolar cycloaddition, oxygen
ID: J54-Y2006-2320
