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1-Alkyl-3-alkylindolin-2-imine hydrochlorides as useful building blocks in the copper-catalyzed synthesis of polycyclic indoline scaffolds.


ABSTRACT: A novel and efficient copper-catalyzed synthesis of dihydro-6H-indolo[2,3-b]quinoline derivatives has been developed by using 3-alkyl-1-alkylindolin-2-imine hydrochlorides as the building blocks. Furthermore, easy reduction of dihydro-6H-indolo[2,3-b]quinolines with diisobutylaluminum hydride provided tetrahydro-6H-indolo[2,3-b]quinoline derivatives in excellent yields. The present method shows some advantages including use of cheap cuprous chloride as the catalyst and tolerance of wide functional groups.

SUBMITTER: Liu C 

PROVIDER: S-EPMC9062002 | biostudies-literature | 2019 Mar

REPOSITORIES: biostudies-literature

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1-Alkyl-3-alkylindolin-2-imine hydrochlorides as useful building blocks in the copper-catalyzed synthesis of polycyclic indoline scaffolds.

Liu Can C   Yang Haijun H   Zhu Changjin C   Fu Hua H  

RSC advances 20190314 15


A novel and efficient copper-catalyzed synthesis of dihydro-6<i>H</i>-indolo[2,3-<i>b</i>]quinoline derivatives has been developed by using 3-alkyl-1-alkylindolin-2-imine hydrochlorides as the building blocks. Furthermore, easy reduction of dihydro-6<i>H</i>-indolo[2,3-<i>b</i>]quinolines with diisobutylaluminum hydride provided tetrahydro-6<i>H</i>-indolo[2,3-<i>b</i>]quinoline derivatives in excellent yields. The present method shows some advantages including use of cheap cuprous chloride as t  ...[more]

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