Ruthenium Catalyzed Reduction of Nitroarenes and Azaaromatic Compounds Using Formic Acid
- 1 September 1984
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 57 (9) , 2440-2444
- https://doi.org/10.1246/bcsj.57.2440
Abstract
Various nitroarenes having chloro, methyl, or methoxy substituents were reduced to the corresponding aminoarenes in high yields using formic acid in the presence of a catalytic amount of RuCl2(PPh3)3. For example, 4-chloronitrobenzene was converted in 99% conversion with 98% selectivity at 125 °C for 5 h. 4-Nitroacetophenone was reduced chemoselectively to 1-(4-nitrophenyl)ethanol in 74% isolated yield under the same reaction conditions. Formic acid could also be employed as reductant for hydrogenation of heterocyclic compounds such as quinoline, indole, and quinoxaline in the presence of the ruthenium catalyst. 2-Methylquinoline was hydrogenated to 1,2,3,4-tetrahydro-2-methylquinoline in 93% conversion with 100% selectivity.Keywords
This publication has 14 references indexed in Scilit:
- The platinum catalyzed reduction of nitroarenes to aminoarenes with carbon monoxide and waterTetrahedron Letters, 1983
- Ruthenium-catalyzed Reduction of Carbonyl Compounds Using Formic AcidBulletin of the Chemical Society of Japan, 1982
- Reduction of aromatic nitro compounds by secondary alcohols using rhodium complexes as catalystsThe Journal of Organic Chemistry, 1982
- Facile reduction of nitrobenzene using carbon monoxide and water catalyzed by rhodium carbonyl cluster-amine systemsJournal of Molecular Catalysis, 1981
- Palladium-catalyzed triethylammonium formate reductions. 4. Reduction of acetylenes to cis-monoenes and hydrogenolysis of tertiary allylic aminesThe Journal of Organic Chemistry, 1980
- Palladium-catalyzed triethylammonium formate reductions. 3. Selective reduction of dinitroaromatic compoundsThe Journal of Organic Chemistry, 1980
- Catalytic reductions using carbon monoxide and water in place of hydrogen. 2. Reduction of aromatic nitro compounds to aminesJournal of the American Chemical Society, 1978
- Homogeneous catalyzed reduction of nitro compounds. IV. Selective and sequential hydrogenation of nitroaromaticsThe Journal of Organic Chemistry, 1976
- Reduction of nitroaryls by dodecacarbonyltriiron-methanolThe Journal of Organic Chemistry, 1972
- Homogeneous ruthenium-catalyzed reduction of nitrobenzeneInorganic Chemistry, 1970