A catalytic effect of amines on the reaction of arenesulfinic acids with N, N'-thiodiphthalimide.

…, T Horii, K Oka, S Kawamura, T Nakabayashi

Index: Abe, Yasuo; Horii, Toyokazu; Oka, Kunio; Kawamura, Shunichi; Nakabayashi, Takeshige Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 12 p. 3678 - 3682

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Citation Number: 3

Abstract

In the presence of catalytic amounts of several amines, N, N′-thiodiphthalimide has been allowed to react with one or two equiv. of arenesulfinic acids in dichloromethane, thus giving N-(arylsulfonylthio) phthalimides or bis (arenesulfonyl) sulfides respectively in good yields. The arenesulfinate anion seems to be a better nucleophile against N, N′-thiodiphthalimide than arenesulfinic acid. The mechanism of the catalytic reaction will be discussed.