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Use of a “Catalytic” Cosolvent,N,N‐Dimethyl Octanamide,Allows the Flow Synthesis of Imatinib with no Solvent Switch
Authors:Jeffrey C. Yang  Dawen Niu  Bram P. Karsten  Fabio Lima  Stephen L. Buchwald
Abstract:A general, efficient method for C−N cross‐coupling has been developed using N,N‐dimethyloctanamide as a catalytic cosolvent for biphasic continuous‐flow applications. The described method was used to generate a variety of biarylamines and was integrated into a two‐step sequence which converted phenols into biarylamines via either triflates or tosylates. Additionally, the method was applied to a three‐step synthesis of imatinib, the API of Gleevec, in good yield without the need of solvent switches.
Keywords:Biaryle  Durchflusschemie  Kreuzkupplungen  Palladium  Synthesemethoden
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