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Metal-Free N-Arylation of Secondary Amides at Room Temperature

Fredrik Tinnis, Elin Stridfeldt, Helena Lundberg, Hans Adolfsson* and Berit Olofsson*

*Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE-106 91 Stockholm, Sweden, Email:,

F. Tinnis, E. Stridfeldt, H. Lundberg, H. Adolfsson, B. Olofsson, Org. Lett., 2015, 17, 2688-2691.

DOI: 10.1021/acs.orglett.5b01079


The use of diaryliodonium salts enables mild and metal-free conditions for arylation of wide scope of secondary acyclic amides. The method allows the synthesis of tertiary amides with highly congested aryl moieties, and avoids the regioselectivity problems observed in reactions with (diacetoxyiodo)benzene.

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ID: J54-Y2015