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Defluoroalkylation of Trifluoromethylarenes with Hydrazones: Rapid Access to Benzylic Difluoroarylethylamines
[Image: see text] Here, we report an efficient and modular approach toward the formation of difluorinated arylethylamines from simple aldehyde-derived N,N-dialkylhydrazones and trifluoromethylarenes (CF(3)-arenes). This method relies on selective C–F bond cleavage via reduction of the CF(3)-arene. W...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10012270/ https://www.ncbi.nlm.nih.gov/pubmed/36848497 http://dx.doi.org/10.1021/acs.orglett.3c00126 |
Sumario: | [Image: see text] Here, we report an efficient and modular approach toward the formation of difluorinated arylethylamines from simple aldehyde-derived N,N-dialkylhydrazones and trifluoromethylarenes (CF(3)-arenes). This method relies on selective C–F bond cleavage via reduction of the CF(3)-arene. We show that a diverse set of CF(3)-arenes and CF(3)-heteroarenes react smoothly with a range of aryl and alkyl hydrazones. The β-difluorobenzylic hydrazine product can be selectively cleaved to form the corresponding benzylic difluoroarylethylamines. |
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