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Synthesis of nitro compounds

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Primary nitroalkanes can be easily obtained in aqueous medium by reaction of alkyl bromides or alkyl iodides with silver nitrite in satisfactory to good yields even in the presence of other functionalities.
R. Ballini, L. Barboni, G. Giarlo, J. Org. Chem., 2004, 69, 6907-6908.


An efficient Pd-catalyzed transformation of aryl chlorides, triflates, and nonaflates to nitroaromatics proceeds under weakly basic conditions and displays a broad scope and excellent functional group compatibility. Moreover, this method allows the synthesis of aromatic nitro compounds that cannot be accessed efficiently via other nitration protocols.
B. P. Fors, S. L. Buchwald, J. Am. Chem. Soc., 2009, 131, 12898-12899.


The nitration of phenolic compounds with 60% nitric acid has been carried out in the presence of metal-modified montmorillonite KSF and KSF or nitric acid treated HKSF, as catalysts. These catalysts showed good stabilities and high catalytic activities in the nitration process and can be reused. This process is eco-safe and environmentally benign.
W.-P. Yin, M. Shi, Tetrahedron, 2005, 61, 10861-10867.


A mixture of nitrate salt and chlorotrimethylsilane is an efficient, convenient, and regioselective nitrating agent for the ipso-nitration of arylboronic acids to produce the corresponding nitroarenes in moderate to excellent yields.
G. K. S. Prakash, C. Panja, T. Mathew, V. Surampudi, N. A. Petasi, G. A. Olah, Org. Lett., 2004, 6, 2205-2207.


Radical halo-nitration of alkenes proceeds easily 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 a halogen salt. Application of this method to synthesis of nitroalkenes is also described.
T. Taniguchi, T. Fuji, H. Ishibashi, J. Org. Chem., 2010, 75, 8126-8132.


T. Taniguchi, T. Fuji, H. Ishibashi, J. Org. Chem., 2010, 75, 8126-8132.