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Synthesis of Phenanthridines through Palladium‐Catalyzed Cascade Reaction of 2‐Halo‐N‐Ms‐arylamines with Benzyl Halides/Sulfonates
Ist Teil von
European journal of organic chemistry, 2017-02, Vol.2017 (5), p.996-1003
Ort / Verlag
Weinheim: Wiley Subscription Services, Inc
Erscheinungsjahr
2017
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
An efficient palladium‐catalyzed nucleophilic substitution/C–H activation/aromatization cascade reaction between readily available 2‐halo‐N‐Ms‐arylamines (Ms = methanesulfonyl) and benzyl halides/sulfonates has been described. A wide variety of phenanthridines were synthesized in a one‐pot fashion in moderate to high yields (37–86 %). Notably, this method provides a straightforward, facile approach for the synthesis of phenanthridines. The practicality was further substantiated by successfully carrying out a gram‐scale preparation.
A facile and efficient palladium‐catalyzed nucleophilic substitution/C–H activation/aromatization cascade reaction for the construction of phenanthridines has been explored. This work provides a practical protocol to obtain phenanthridines in moderate to high yields (37–86 %) from readily available 2‐halo‐N‐Ms‐arylamines (Ms = methanesulfonyl) and benzyl halide/sulfonate substrates.