Installation of Diverse Succinimides at C‐8 Position of Quinoline N‐Oxides via Rhodium(III)‐Catalyzed C−H Functionalization

This paper describes a highly efficient rhodium‐catalyzed regioselective C−H bond functionalization of quinoline N‐oxides with maleimides to assemble multisubstituted heteroaryl succinimides. The developed C−H bond functionalization approach allows the regioselective installation of numerous succini...

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Published in:ChemistrySelect (Weinheim) 2021-08, Vol.6 (32), p.8244-8248
Main Authors: Nale, Sagar D., Aslam, Mohammad, Lee, Yong Rok
Format: Article
Language:English
Subjects:
Alkylation
C−H Activation
Maleimide
Quinoline N-oxide
Rhodium
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Aslam, Mohammad
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description This paper describes a highly efficient rhodium‐catalyzed regioselective C−H bond functionalization of quinoline N‐oxides with maleimides to assemble multisubstituted heteroaryl succinimides. The developed C−H bond functionalization approach allows the regioselective installation of numerous succinimide frameworks on the C‐8 position of quinoline N‐oxides. This methodology exhibits the advantages of broad scope, low catalyst loading, and mild reaction conditions without requiring external oxidizing agents. An efficient Rh(III)‐catalyzed regioselective C−H bond functionalization of quinoline N‐oxides with maleimides to assemble diverse heteroaryl succinimides is disclosed. This C−H bond functionalization approach allows the regioselective installation of various succinimide frameworks on the C‐8 position of quinoline N‐oxides. This methodology has an excellent functional group tolerance, high yields, and broad substrate scope. Moreover, the synthetic utility of the protocol is demonstrated by converting the synthesized compounds into corresponding quinoline derivatives.
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subjects Alkylation
C−H Activation
Maleimide
Quinoline N-oxide
Rhodium
title Installation of Diverse Succinimides at C‐8 Position of Quinoline N‐Oxides via Rhodium(III)‐Catalyzed C−H Functionalization
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