Categories: C-N Bond Formation >
Synthesis of nitro compounds
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Recent Literature

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.
