Rhodium(III)-catalyzed oxidative annulation of isoquinolones with allyl alcohols: synthesis of isoindolo[2,1-]isoquinolin-5(7)-ones.

Jinyuan Jiang, Jidan Liu, Zhenke Yang, Jieying Zheng, Xin Tian, Liyao Zheng, Zhao-Qing Liu
Author Information
  1. Jinyuan Jiang: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn.
  2. Jidan Liu: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn. ORCID
  3. Zhenke Yang: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn.
  4. Jieying Zheng: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn.
  5. Xin Tian: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn.
  6. Liyao Zheng: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn. ORCID
  7. Zhao-Qing Liu: School of Chemistry and Chemical Engineering/Institute of Clean Energy and Materials/Guangzhou Key Laboratory for Clean Energy and Materials, Guangzhou University, Guangzhou, 510006, P. R. China. jdliu@gzhu.edu.cn. ORCID

Abstract

An efficient rhodium(III)-catalyzed direct C-H oxidative annulation of isoquinolones with allyl alcohols as C1 synthons has been successfully developed. This protocol enables the straightforward synthesis of structurally diverse isoindolo[2,1-]isoquinolin-5(7)-ones with high atom economy, tolerates a broad spectrum of functionalities, and is applicable to one-pot operation from readily available -methoxybenzamides.

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Created with Highcharts 10.0.0III-catalyzedoxidativeannulationisoquinolonesallylsynthesisisoindolo[21-]isoquinolin-57-onesefficientrhodiumdirectC-HalcoholsC1synthonssuccessfullydevelopedprotocolenablesstraightforwardstructurallydiversehighatomeconomytoleratesbroadspectrumfunctionalitiesapplicableone-potoperationreadilyavailable-methoxybenzamidesRhodiumalcohols:

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