Synthesis

Preparation of Sulfonamides from Sodium Sulfonates: Ph3P⋅ Br2 and Ph3P⋅ Cl2 as a Mild Halogenating Reagent for Sulfonyl Bromides and Sulfonyl Chlorides

T Kataoka, T Iwama, T Setta, A Takagi

Index: Kataoka, Tadashi; Iwama, Tetsuo; Setta, Tomofumi; Takagi, Atsuko Synthesis, 1998 , # 4 p. 423 - 426

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Citation Number: 18

Abstract

Abstract: Arene-and alkanesulfonamides were prepared by treatment of the corresponding sodium sulfonates with triphenylphosphine dibromide or dichloride followed by amines in the presence of triethylamine via sulfonyl halides. Reactions of sodium aminosulfonates gave cyclized products. Amidation of p-toluenesulfonic acid with triphenylphosphine dichloride was also examined to give N-benzyl-p-toluenesulfonamide. Methyl p- ...