Nucleophilic trifluoromethylation and difluorination of substituted aromatic aldehydes with Ruppert's and Deoxofluor™ reagents

RP Singh, D Chakraborty, MS Jean'ne

Index: Singh, Rajendra P.; Chakraborty, Debashis; Shreeve, Jean'Ne M. Journal of Fluorine Chemistry, 2001 , vol. 111, # 2 p. 153 - 160

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Citation Number: 25

Abstract

Efficient, high yield syntheses of 2, 2, 2-trifluoro-1-(N, N-dialkylaminophenyl)-ethanols (3a, b) and 2, 2, 2-trifluoro-1-(hydroxyaryl) ethanols (6c–g) by reacting Ruppert's reagent,( trifluoromethyl) trimethylsilane (TMSCF3), with appropriate substrates in the presence of a catalytic amount of cesium fluoride are described. A versatile route to the synthesis of substituted aryl difluoromethane derivatives (8h–l, 10m, 12n, o, 14p) and the reactivity of ...