Synthesis and derivatization of 3-perfluoroalkyl-substituted 7-azaindoles

H Schirok, S Figueroa-Pérez, M Thutewohl…

Index: Schirok, Hartmut; Figueroa-Perez, Santiago; Thutewohl, Michael; Paulsen, Holger; Kroh, Walter; Klewer, Dagmar Synthesis, 2007 , # 2 p. 251 - 258

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Citation Number: 7

Abstract

Originally, we began the synthesis with 2,6-dichloropyridine (1a in Scheme [2] ). Later on we found it advantageous to use 2-fluoropyridine (1b) as the starting material. The addition of trifluoroacetic acid ethyl ester to the lithiated pyridines and aqueous work-up yielded the hydrates 5a and 5b instead of the acetyl compounds, consistent with reports which describe the formation of stable gem-diols of 3-trifluoroacetylpyridine. [10] The dehydration can be achieved by azeotropic ...