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Synfacts 2009(12): 1388-1388  
DOI: 10.1055/s-0029-1218172
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Palladium-Catalyzed Synthesis of Nitroarenes Using Sodium Nitrite

Contributor(s): Paul Knochel, Andreas J. Wagner
B. P. Fors, S. L. Buchwald*
Massachusetts Institute of Technology, Cambridge, USA
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

Herein, a general palladium catalyst for the conversion of aromatic chlorides, triflates, and nonaflates into the corresponding nitro compounds using sodium nitrite is reported. The low solubility of NaNO2 in the solvent t-BuOH is overcome by using catalytic amounts of tris(3,6-dioxaheptyl)amine as phase-transfer catalyst.