Reactions of Sulfoxides with Magnesium Amides. Transformation of Sulfoxides into Sulfides, Dithioacetals, and Vinyl Sulfides.

…, K Yokota, T Mannami, K Yamamoto…

Index: Kobayashi, Kazuhiro; Kawakita, Masataka; Yokota, Kouichi; Mannami, Tohru; Yamamoto, Koji; et al. Bulletin of the Chemical Society of Japan, 1995 , vol. 68, # 5 p. 1401 - 1408

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Citation Number: 24

Abstract

The reactions of sulfoxides with magnesium amides generated in situ from the reaction of ethylmagnesium bromide and secondary amines, such as diisopropylamine (DIPA) or 2, 2, 6, 6-tetramethylpiperidine (TMP) in diethyl ether, were examined. Diaryl sulfoxides were heated with the diisopropylaminomagnesium reagent in diethyl ether to give the corresponding diaryl sulfides in 42—52% yields. Sulfoxides bearing hydrogens at the α- ...