THE TRANSITION METAL-CATALYZED N-ALKYLATION AND N-HETEROCYCLIZATION. A REDUCTIVE TRANSFORMATION OF NITROBENZENE INTO N,N-DIALKYLANILINE AND 2,3-SUBSTITUTED QUINOLINE USING ALDEHYDE AND CARBON MONOXIDE
- 5 April 1980
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 9 (4) , 429-430
- https://doi.org/10.1246/cl.1980.429
Abstract
The catalytic N-alkylation and N-heterocyclization of nitrobenzene occurs at 180°C under pressures of carbon monoxide(70 atm) in the presence of aldehyde and transition metal complexes to give 2,3-dialkyl quinoline and N,N-dialkylaniline in good yields. The product selectivity highly depends on the catalysts.This publication has 3 references indexed in Scilit:
- Low-pressure, palladium-catalyzed N,N'-diarylurea synthesis from nitro compounds, amines, and carbon monoxideThe Journal of Organic Chemistry, 1975
- Synthesis of aryl isocyanates from nitro compounds and carbon monoxideThe Journal of Organic Chemistry, 1973
- Catalytic deoxygenation of organic compounds by carbon monoxide. II. Direct synthesis of Schiff bases from aromatic nitro derivatives, aldehydes, and carbon monoxideThe Journal of Organic Chemistry, 1972