Tetrahedron

Oxidation of disulfides with electrophilic halogenating reagents: concise methods for preparation of thiosulfonates and sulfonyl halides

…, T Ogata, H Hanai, Y Kinoshita, M Kishida, K Yamazaki…

Index: Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro Tetrahedron, 2014 , vol. 70, # 14 p. 2464 - 2471

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Citation Number: 7

Abstract

Abstract The reaction of aromatic or benzylic disulfides with 2.5 equiv of Selectfluor™ in acetonitrile/water (10: 1) at room temperature efficiently produced the corresponding thiosulfonates. Conversely, the reaction of disulfides with 6.5 equiv of Selectfluor™ or thiosulfonates with 4.5 equiv of Selectfluor™ in refluxing acetonitrile/water (10: 1) provided sulfonyl fluorides in high yields. Accufluor™ and FP-T300™ are also effective in preparing ...