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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Article DOI: 10.3791/53789-v • 08:43 min • January 19th, 2016
January 19th, 2016 •
1,2, 1,2
1Department of Chemistry, State University of New York at Stony Brook, 2Institute of Chemical Biology and Drug Discovery, State University of New York at Stony Brook

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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.

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Ortho-trifluoromethoxylated Aniline Derivatives Synthesis Protocol New Drugs Agrochemicals Functional Materials Trifluoromethoxy Group Physical Properties Chemical Properties Biological Properties Easy-to-handle Reagents Gram-scale Synthesis Substrate Scope Functional Groups Reduction Of Methyl 4-nitrobenzoate 5% Rhodium On Carbon Two-neck Round-bottom Flask Nitrogen-vacuum Manifold Septum Vacuum-refill Cycles Anhydrous Tetrahydrofuran Hydrazine Monohydrate Thin-layer Chromatography
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