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Reactions of fluoroalkanesulfonyl azides with pyrrole and its derivatives
Authors:Wanting Xiong
Affiliation:Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, PR China
Abstract:The reactions of fluoroalkanesulfonyl azides with pyrrole and its derivatives were studied. The reaction proceeded smoothly under mild conditions to give the 3-(fluoroalkanesulfonamido) pyrroles in good yield. The electron donating groups on the pyrrole core accelerated the reaction, while the electron withdrawing groups decelerated it. All the products were fully characterized by spectrum methods, and one of the products was further confirmed by X-ray diffraction analysis. A possible reaction mechanism for these reactions was proposed.
Keywords:Fluoroalkanesulfonyl azide   Pyrrole   Dipolar cycloaddition   Fluoroalkanesulfonyl amide
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