Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 12, Pages 4671-4684Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob05267e
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- Region Bretagne
- Ambassade de France en Republique Arabe d'Egypte
- Institut Universitaire de France
- Rennes Metropole
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A series of N-aryl and N-heteroaryl pyrazoles have been deproto-metallated using a 2,2,6,6-tetramethylpiperidino-based mixed lithium-zinc combination. Mono-, di-, and tri-iodides have been obtained after subsequent trapping with iodine, depending on the substrate and on the quantity of base used. The results have been discussed in the light of the CH acidities of the substrates, determined both in the gas phase and in THF solution using the DFT B3LYP method.
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