Issue 9, 2023

Copper-catalyzed direct synthesis of 3-methylene-2-arylisoindolin-1-ones with calcium carbide as a surrogate of gaseous acetylene

Abstract

A novel strategy for the synthesis of 3-methylene-2-arylisoindolin-1-ones through Sonogashira cross-coupling/nucleophilic addition reactions using calcium carbide as a surrogate of gaseous acetylene, 2-bromo-N-(2-bromophenyl)benzamide substrates as starting materials, and copper as a catalyst was described. The salient features of this protocol are the use of a readily available and easy-to-handle alkyne source, broad substrate scope, open-air conditions, aqueous systems, and simple operation procedures. Furthermore, this methodology can be scaled up to gram scale.

Graphical abstract: Copper-catalyzed direct synthesis of 3-methylene-2-arylisoindolin-1-ones with calcium carbide as a surrogate of gaseous acetylene

Supplementary files

Article information

Article type
Communication
Submitted
21 9 2022
Accepted
18 1 2023
First published
08 3 2023

Green Chem., 2023,25, 3425-3430

Copper-catalyzed direct synthesis of 3-methylene-2-arylisoindolin-1-ones with calcium carbide as a surrogate of gaseous acetylene

J. Wu, Y. Ma, Y. Wang, C. Wang, H. Luo, D. Li and J. Yang, Green Chem., 2023, 25, 3425 DOI: 10.1039/D2GC03572C

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