An Efficient Synthesis of Unsymmetrical Dithioacetals from Sulfoxides and Thiols by the Magnesium Amide-Induced Pummerer-Type Reaction.

K Kobayashi, M Kawakita, H Akamatsu…

Index: Kobayashi, Kazuhiro; Kawakita, Masataka; Akamatsu, Hideki; Morikawa, Osamu; Konishi, Hisatoshi Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 9 p. 2645 - 2647

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Citation Number: 10

Abstract

It has been found that the reactions of sulfoxides bearing hydrogen (s) at the α-position (R 1 SOCHR 2 R 3: R 1= alkyl or Ph; R 2= H, alkyl, or Ph; R 3= H or Me) with thiols (R 4 SH: R 4= alkyl or aryl) in the presence of the (diisopropylamino) magnesium reagent, generated in situ from the reaction of ethylmagnesium bromide and diisopropylamine, in diethyl ether gave unsymmetrical dithioacetals (R 1 SCR 2 R 3 SR 4) in isolated yields ranging from 44 to 91 ...

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