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DOI: 10.3791/53789-v
An operationally simple procedure for the synthesis of ortho-trifluoromethoxylated aniline derivatives via a two-step sequence of O-trifluoromethylation of N-aryl-N-hydroxyacetamide followed by thermally induced intramolecular OCF3-migration is reported.
The overall goal of this protocol is to synthesize novel ortho-trifluoromethoxylated anilines with the discovery and development of new drugs, agrochemicals, and functional materials. This method can help to answer key questions in the field of foreign chemistry such as how incorporation of trifluoromethoxy group into a molecule effects its physical, chemical, and biological properties. The main advantage of this technique that our method uses easy-to-handle reagents.
It's amendable to gram-scale synthesized and it has broad substrate scope and high tolerance of functional groups. For the reduction of methyl 4-nitrobenzoate, add 5.00 grams of methyl 4-nitrobenzoate, 159 milligrams of 5%Rhodium on carbon, and a magnetic stir-bar into an oven-dried 250 milliliter two-neck round-bottom flask. Connect one neck of the flask to a nitrogen-vacuum manifold and cap the other neck with a septum.
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