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One-pot synthesis of 2-trifluoromethylchromones
Authors:Isabel C Henao Castañeda  Sonia E Ulic  Carlos O Della Védova  Nils Metzler-NolteJorge L Jios
Institution:a Laboratorio de Servicios a la Industria y al Sistema Científico (UNLP-CIC-CONICET), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 esq. 115, 1900 La Plata, Argentina
b CEQUINOR (UNLP-CONICET), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 esq. 115, 1900 La Plata, Argentina
c Departamento de Farmacia, Facultad de Química Farmacéutica, Universidad de Antioquia, calle 67 No Medellín, Colombia
d Departamento de Ciencias Básicas, Universidad Nacional de Luján, Rutas 5 y 7, 6700 Luján, Argentina
e Lehrstuhl für Anorganische Chemie I—Bioanorganische Chemie, Fakultät für Chemie und Biochemie, Ruhr-Universität Bochum, Universitätsstrasse150, D-44801 Bochum, Germany
Abstract:We report a simple and suitable method for the preparation of useful 2-trifluoromethylchromones in one step, in high yields and avoiding the use of solvents. We were able to detect the intermediate of this reaction. Furthermore a mechanism for the formation of the 7-methoxy-3-trifluoroacetyl-2-trifluoromethylchromone through the unexpected double trifluoroacetylation of 4-methoxy-2-hydroxyacetophenone followed by dehydration is also proposed. All compounds are fully identified and characterized by spectroscopic techniques.
Keywords:2-Trifluoromethylchromones  NMR characterization  One-pot synthesis
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