Diverse Reactivity in a Rhodium(III)-Catalyzed Oxidative Coupling of N-Allyl Arenesulfonamides with Alkynes


  • This research was supported by the Dalian Institute of Chemical Physics, Chinese Academy of Sciences and the NSFC (No. 20172188). We thank Prof. Yong-Gui Zhou for insightful discussions.


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Olefinic C[BOND]H activation of N-allyl sulfonamides in the presence of [{RhCp*Cl2}2] (Cp*=Me5C5) enabled their oxidative coupling with alkynes to generate 1,2-dihydropyridines, pyridines, and cyclopentenones (see scheme; Ts=p-toluenesulfonyl). The type of highly substituted product formed was controlled by the substitution of the allyl group and the reaction conditions.