Copper-Catalyzed Oxidative Cascade Inter-Molecular Double Cyclization of 2-Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3-Hydroxy-3-Furylisoindolinone Derivatives

Veerababurao Kavala, Li Chun Lin, Prakash Bhimrao Patil, Chia Chi Fang, Zih Yu Hong, Yi Ru Liou, Yu Nong Chen, Yin Zhi Weng, Sundaramoorthi Sarathkumar, Naidu Sambasiva Rao, Sundaram Suresh, Zongyan Jiang, Ching Fa Yao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

A one-pot strategy for the synthesis of 3-hydroxy-3-furylisoindolinone derivatives is reported. The reaction proceeds via a copper-catalyzed oxidative cascade inter-molecular double cyclization of 2-iodobenzamide derivatives and propargyl dicarbonyl compounds in the presence of oxygen. The strategy involves several reactions including cyclization/coupling/double C(sp3)−H functionalization in a cascade manner. A wide range of 2-iodobenzamide substrates containing different substituents as well as various propargyldicarbonyl compounds and propargylsulfonyl aryl ketones can be used to access a variety of 3-hydroxy-3-furylisoindolinone derivatives. (Figure presented.).

Original languageEnglish
Pages (from-to)2801-2814
Number of pages14
JournalAdvanced Synthesis and Catalysis
Volume364
Issue number16
DOIs
Publication statusPublished - 2022 Aug 16

Keywords

  • 2-Iodobenzamides
  • 3-Hydroxy-3-furylisoindolinone
  • Cascade
  • Copper
  • Double cyclization

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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