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

doi:10.1055/s-0035-1560964

Synthesis, Table of Contents

Synthesis 2016; 48(03): 407-412
DOI: 10.1055/s-0035-1560964

paper

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

Authors

Shui-Xiang Liu

^aHainan Provincial Key Lab of Fine Chemistry (Hainan University), Haikou, Hainan 570228, P. R. of China Email: zhangqi@hainu.edu.cn Email: hnfinechem@163.com
Chun-Man Jia*

^aHainan Provincial Key Lab of Fine Chemistry (Hainan University), Haikou, Hainan 570228, P. R. of China Email: zhangqi@hainu.edu.cn Email: hnfinechem@163.com

^bKey Study Center of the National Ministry of Education for Tropical Resources Utilization (Hainan University), Haikou, Hainan 570228, P. R. of China
Bo-Yuan Yao

^aHainan Provincial Key Lab of Fine Chemistry (Hainan University), Haikou, Hainan 570228, P. R. of China Email: zhangqi@hainu.edu.cn Email: hnfinechem@163.com
Xiang-Long Chen

^aHainan Provincial Key Lab of Fine Chemistry (Hainan University), Haikou, Hainan 570228, P. R. of China Email: zhangqi@hainu.edu.cn Email: hnfinechem@163.com
Qi Zhang*

^aHainan Provincial Key Lab of Fine Chemistry (Hainan University), Haikou, Hainan 570228, P. R. of China Email: zhangqi@hainu.edu.cn Email: hnfinechem@163.com

^bKey Study Center of the National Ministry of Education for Tropical Resources Utilization (Hainan University), Haikou, Hainan 570228, P. R. of China

Abstract

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Abstract

Cascade oxa-Michael–Henry reactions of salicylaldehyde derivatives with β-nitrostyrenes catalyzed by potassium carbonate via solvent-free ball milling are demonstrated. The corresponding 3-nitro-2H-chromene products were obtained in moderate to excellent yields. This method offers significant advantages, particularly in terms of high yields, short reaction times and mild conditions.

Key words

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

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References

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