Journal of the American Chemical Society

Elimination reactions of alkanesulfinyl derivatives: mechanism and reactivity in base-induced sulfine formation from methyl diarylmethanesulfinates

JL Kice, JJ Rudzinski

文献索引：Kice, John L.; Rudzinski, Juliusz J. Journal of the American Chemical Society, 1987 , vol. 109, # 8 p. 2414 - 2421

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被引用次数: 10

摘要

Abstract: Upon treatment in methanol at room temperature with methoxide ion methyl diarylmethanesulfinates, ArAr'CHS (0) OCH3 (l), and methyl 9-fluorenesulfinate (2) undergo elimination readily to afford the corresponding sulfines (3 and 4) in quantitative yield. Studies in CD30-/CD30D show that, surprisingly, elimination of 1 to give 3 is significantly faster than nucleophilic substitution by methoxide ion at the sulfinyl group (exchange of ...