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Iron-mediated Radical Halo-Nitration of Alkenes

Iron-mediated Radical Halo-Nitration of Alkenes

Tsuyoshi Taniguchi, Tatsuya Fujii, Hiroyuki Ishibashi

J Org Chem. 2010 Dec 3;75(23):8126-32.

PMID: 21067229

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP7782618	Iron(III) nitrate nonahydrate		7782-61-8	Price

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