Solvent-Free FeCl3-Assisted Electrophilic Fluorine-Catalyzed Knoevenagel Condensation to Yield α,β-Unsaturated Dicarbonyl Compounds and Coumarins


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Abstract

A highly environmentally friendly procedure was developed for the Knoevenagel condensation of aromatic aldehydes with diethyl malonate in the presence of FeCl3 and N-fluorobenzenesulfonimide as a source of electrophilic fluorine under solvent-free conditions. The scope of the reaction was explored using commercially available substrates. The reaction with substituted salicylaldehydes afforded the corresponding coumarin derivatives which attract interest due to their potential medicinal importance.

About the authors

Lu Yang

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China

Email: mscheng@syphu.edu.cn
China, Shenyang; Benxi

Jiang Zhu

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China; Wuya College of Innovation

Email: mscheng@syphu.edu.cn
China, Shenyang; Benxi; Shenyang

Fukai Xie

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China; Wuya College of Innovation

Email: mscheng@syphu.edu.cn
China, Shenyang; Benxi; Shenyang

Xiaoshi Peng

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China

Email: mscheng@syphu.edu.cn
China, Shenyang; Benxi

Bin Lin

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China

Email: mscheng@syphu.edu.cn
China, Shenyang; Benxi

Yongxiang Liu

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China; Wuya College of Innovation

Author for correspondence.
Email: yongxiang.liu@syphu.edu.cn
China, Shenyang; Benxi; Shenyang

Maosheng Cheng

Key Laboratory of Structure-Based Drug Design and Discovery; Institute of Drug Research in Medicine Capital of China

Author for correspondence.
Email: mscheng@syphu.edu.cn
China, Shenyang; Benxi

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