School of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
J Org Chem. 2010 Dec 3;75(23):8126-32. doi: 10.1021/jo101769d. Epub 2010 Nov 10.
Radical halo-nitration of alkenes using iron(III) nitrate nonahydrate and halogen salt has been developed. The present reaction proceeds by radical addition of nitrogen dioxide generated by thermal decomposition of iron(III) nitrate nonahydrate and subsequent trapping of the resultant radical by a halogen atom in the presence of halogen salt. Application of this method to synthesis of nitroalkenes is also described. The practicality of the present method using nontoxic and inexpensive iron reagents has been shown by the application to broad alkenes.
已经开发出使用硝酸铁九水合物和卤素盐对烯烃进行自由基卤化硝基化的方法。该反应通过硝酸铁九水合物热分解生成的二氧化氮的自由基加成进行,并在卤素盐存在下通过卤素原子捕获所得自由基。还描述了该方法在硝基烯烃合成中的应用。通过将无毒且廉价的铁试剂应用于广泛的烯烃,证明了该方法的实用性。