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Updated: May 22, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Efficient synthesis of pyrrolo[1,2-a]indol-3-ones through a radical-initiated cascade cyclization reaction
Han Zhang1, Yuze Lin1, Gang Yang1
1Engineering Research Centre of Molecular Medicine of Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Precision Medicine and Molecular Diagnosis of Fujian Universities, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University, Xiamen 361021, China. cuixl@hqu.edu.cn.
Abstract:
A radical cascade cyanoisopropylation/cyclization reaction of 2,2'-azobis(2-methylpropionitrile) (AIBN) with 1-methacryloyl-3-phenyl-1H-indole-2-carbonitrile has been realized, providing an efficient strategy to access various pyrrolo[1,2-a]indol-3-ones in good to excellent yields with good functional group compatibility. The notable features of this protocol include avoiding the use of a photocatalyst and a transition metal, scalability, and ethanol as the green solvent. Moreover, mechanistic studies have been conducted and a plausible mechanism has been proposed.
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