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Trifluoromethylation of α-diazoesters and α-diazoketones with fluoroform-derived CuCF3: synergistic effects of co-solvent and pyridine as a promoter

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Abstract

We herein describe a new protocol for copper-mediated trifluoromethylation of α-diazoesters and α-diazoketones, both using readily available fluoroform-derived CuCF3. The synergistic effect of using 1,4-dioxane as a co-solvent and pyridine as a promoter is revealed. Reaction conditions are mild and easy to handle, allowing the synthesis of a range of α-trifluoromethyl esters and ketones in one-step from α-diazo carbonyl compounds. The ultimate CF3 source is the inexpensive, nontoxic, industrial waste fluoroform.

Graphical abstract: Trifluoromethylation of α-diazoesters and α-diazoketones with fluoroform-derived CuCF3: synergistic effects of co-solvent and pyridine as a promoter

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Publication details

The article was received on 07 Aug 2018, accepted on 04 Nov 2018 and first published on 06 Nov 2018


Article type: Research Article
DOI: 10.1039/C8QO00834E
Citation: Org. Chem. Front., 2019, Advance Article
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    Trifluoromethylation of α-diazoesters and α-diazoketones with fluoroform-derived CuCF3: synergistic effects of co-solvent and pyridine as a promoter

    Q. Ma and G. C. Tsui, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C8QO00834E

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