Iron-mediated radical halo-nitration of alkenes.

Iron-mediated radical halo-nitration of alkenes.
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DOI:
10.1021/jo101769d
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发表时间:
2010-11
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
T. Taniguchi;T. Fujii;H. Ishibashi*
T. Taniguchi;T. Fujii;H. Ishibashi*
中科院分区:
其他
文献类型:
--
作者:
T. Taniguchi;T. Fujii;H. Ishibashi*

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已经开发出使用九水硝酸铁(III)和卤素盐对烯烃进行自由基卤代硝化。本反应通过九水合硝酸铁(III)的热分解产生的二氧化氮的自由基加成以及随后在卤素盐存在下用卤素原子捕获所得自由基来进行。还描述了该方法在硝基烯烃合成中的应用。本方法使用无毒且廉价的铁试剂的实用性已通过对广泛烯烃的应用而得到证明。
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.