Synthesis

Application of Organolithium and Related Reagents in Synthesis, Part 24. Synthetic Strategies Based on Aromatic Metallation. A Concise Regiospecific Conversion of …

J Epsztajn, A Bieniek, JA Kowalska, KK Kulikiewicz

Index: Epsztajn; Bieniek; Kowalska; Kulikiewicz Synthesis, 2000 , # 11 p. 1603 - 1607

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Citation Number: 7

Abstract

Abstract: The synthesis of the 3-arylphthalides 3 via metallation (BuLi) of the benzanilides 1 and subsequent reaction of the generated bis-lithiated anilides 2 with aromatic aldehydes is described. Conversion of 3 into the corresponding 2-(1-aryl-2-methoxycarbonylethyl) benzoic acids 4 by treatment with 1-methoxy-1-trimethylosiloxyethene in the presence of titanium tetrachloride, as a way of regiospecific transformation of benzoic acids, is also ...