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Cascade Oxa-Michael-Henry Reaction of Salicylaldehydes with Nitrostyrenes via Ball Milling: A Solvent-Free Synthesis of 3-Nitro-2H-chromenes

Shui-Xiang Liu, Chun-Man Jia*, Bo-Yuan Yao, Xiang-Long Chen, Qi Zhang*

*Hainan Provincial Key Lab of Fine Chemistry (Hainan University), Haikou, Hainan 570228, P. R. of China, Email: zhangqihainu.edu.cn, hnfinechem163.com

S.-X. Liu, C.-M. Jia, B.-Y. Yao, X.-L. Chen, Q. Zhang, Synthesis, 2016, 48, 407-412.

DOI: 10.1055/s-0035-1560964 (free Supporting Information)


Abstract

A cascade oxa-Michael-Henry reaction of salicylaldehyde derivatives with β-nitrostyrenes is catalyzed by potassium carbonate using solvent-free ball milling to provide 3-nitro-2H-chromenes in good yields. This method offers short reaction times and mild conditions.

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Key Words

solvent-free, ball milling, cascade, oxa-Michael-Henry reaction, 3-nitro-2H-chromenes, 2H-chromenes


ID: J66-Y2016