Switchable Reactivity: The Site??Selective Functionalization of Trifluoromethyl??Substituted Pyrazoles

M Schlosser, JN Volle, F Leroux…

Index: Schlosser, Manfred; Volle, Jean-Noel; Leroux, Frederic; Schenk, Kurt European Journal of Organic Chemistry, 2002 , # 17 p. 2913 - 2920

Full Text: HTML

Citation Number: 39

Abstract

Abstract Modern organometallic methods enable the regioflexible conversion of simple heterocyclic starting materials into families of isomers and congeners. Depending on the choice of the reagent, 1-methyl-5-(trifluoromethyl) pyrazole (1) undergoes deprotonation and subsequent carboxylation mainly or exclusively at either the 4-position of the heterocycle or at the nitrogen-attached methyl group. Similarly, 1-phenyl-5-(trifluoromethyl) pyrazole (5) ...