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Copper-Catalyzed Trifluoromethylation of Alkoxypyridine Derivatives.

ABSTRACT: The trifluoromethylation of aromatic and heteroaromatic cores has attracted considerable interest in recent years due to its pharmacological relevance. We studied the extension of a simple copper-catalyzed trifluoromethylation protocol to alkoxy-substituted iodopyridines and their benzologs. The trifluoromethylation proceeded smoothly in all cases, and the desired compounds were isolated and characterized. In the trifluoromethylation of 3-iodo-4-methoxyquinoline, we observed a concomitant O-N methyl migration, resulting in the trifluoromethylated quinolone as a product. Overall, the described procedure should facilitate the broader use of copper-catalyzed trifluoromethylation in medicinal chemistry.

SUBMITTER: Gyorfi N

PROVIDER: S-EPMC7587554 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature

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Copper-Catalyzed Trifluoromethylation of Alkoxypyridine Derivatives.

Gyorfi Nandor N Farkas Emese E Nemet Norbert N Weber Csaba C Novak Zoltan Z Kotschy Andras A

Molecules (Basel, Switzerland) 20201016 20

The trifluoromethylation of aromatic and heteroaromatic cores has attracted considerable interest in recent years due to its pharmacological relevance. We studied the extension of a simple copper-catalyzed trifluoromethylation protocol to alkoxy-substituted iodopyridines and their benzologs. The trifluoromethylation proceeded smoothly in all cases, and the desired compounds were isolated and characterized. In the trifluoromethylation of 3-iodo-4-methoxyquinoline, we observed a concomitant <i>O</ ...[more]

PMID: 33081411

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