Directed lithiation of arenethiols

K Smith, CM Lindsay, GJ Pritchard

文献索引：Smith,K.; Lindsay,C.M.; Pritchard,G.J. Journal of the American Chemical Society, 1989 , vol. 111, p. 665

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被引用次数: 66

摘要

Abstract: Benzenethiol, toluene-4-thio1, and 3, 5-dimethylbenzenethiol are doubly lithiated (on sulfur and on carbon) by n-butyllithium in tetramethylethylenediamine. C-Lithiation occurs ortho to the thiol group, and subsequent treatment with electrophiles provides a convenient approach to ortho-substituted arenethiol derivatives. The reactions with tetraisopropylthiuram disulfide provide direct access to the corresponding o-phenylene ...