Thallium in organic synthesis. III. Coupling of aryl and alkyl Grignard reagents

A McKillop, LF Elsom, EC Taylor

Index: McKillop,A. et al. Journal of the American Chemical Society, 1968 , vol. 90, # 9 p. 2423 - 2424

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Citation Number: 47

Abstract

Although symmetrical anhydrides can be prepared by the above procedure, a much more convenient syn- thesis which does not require the intermediacy of the acid chloride is the reaction of the thallium(1) carboxylate with thionyl chloride in ether at room temperature.6 The intermediate diacyl or diaroyl sulfite spontaneously loses sulfur dioxide; evaporation of the ether gives the anhydride in 96-98 % yield after distillation. Repre- sentative examples are given in Table ...