Mechanochemical Diels-Alder Cycloaddition Reactions for Straightforward Synthesis of endo-Norbornene Derivatives

Author: Zhang, Ze; Peng, Zhi-Wei; Hao, Ming-Feng; Gao, Jian-Gang

Description: Under mechanochemical milling conditions, Diels-­Alder cycloaddition of cyclopentadiene with maleic anhydride and maleimide derivatives proceeded very smoothly, affording endo-norbornenes exclusively in quantitative yield. All the transformations were accomplished at room temperature without using any catalyst or organic solvent, thus the workup and purification procedure is very simple. Control experiments on traditional and other tentative conditions were also investigated.

Subject headings: Norbornenes; Mechanochemical milling; Solvent-free; Cyclopentadiene; Diels-Alder reaction

Publication year: 2010

Journal or book title: Synlett

Issue: 19

Pages: 2895-2898

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Serial number: 3345

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