Rhodium(Ⅲ)-catalyzed [3+2] annulative coupling between oximes and electron-deficient alkynes  

Rhodium(Ⅲ)-catalyzed [3+2] annulative coupling between oximes and electron-deficient alkynes

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作  者:Xukai Zhou Songjie Yu Zisong Qi Xingwei Li 

机构地区:[1]Dalian Institute of Chemical Physics, Chinese Academy of Sciences

出  处:《Science China Chemistry》2015年第8期1297-1301,共5页中国科学(化学英文版)

基  金:supported by the Dalian Institute of Chemical Physics,Chinese Academy of Sciences;the National Natural Science Foundation of China(21472186,21272231)

摘  要:Rhodium(III)-catalyzed coupling between ketoximes and alkynes via C–H activation and annulation typically followed the[4+2]selectivity to afford isoquinolines.By designing alkynes bearing a highly electron-withdrawing group and under substrate control,we have successfully switched the selectivity of the coupling between oximes and alkynes to the alternative[3+2]annulation,leading to the efficient synthesis of indenamines.This process features good regioselectivity for both substrates,high efficiency,broad substrate scope,and excellent functional group tolerance.Rhodium(III)-catalyzed coupling between ketoximes and alkynes via C-H activation and annulation typically followed the [4+2] selectivity to afford isoquinolines. By designing alkynes bearing a highly electron-withdrawing group and under sub- strate control, we have successfully switched the selectivity of the coupling between oximes and alkynes to the alternative [3+2] annulation, leading to the efficient synthesis of indenamines. This process features good regioselectivity for both sub- strates, high efficiency, broad substrate scope, and excellent functional group tolerance.

关 键 词:rhodium(III) C-H activation ANNULATION OXIME ALKYNE 

分 类 号:O621.251[理学—有机化学]

 

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