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THE TRANSITION METAL-CATALYZED N-ALKYLATION AND N-HETEROCYCLIZATION. A REDUCTIVE TRANSFORMATION OF NITROBENZENE INTON,N-DIALKYLANILINE AND 2,3-SUBSTITUTED QUINOLINE USING ALDEHYDE AND CARBON MONOXIDE

1980; Oxford University Press; Volume: 9; Issue: 4 Linguagem: Inglês

10.1246/cl.1980.429

1348-0715

Yoshihisa Watanabe, Naoki Suzuki, Sang Chul Shim, Michihiro Yamamoto, Take‐aki Mitsudo, Yoshinobu Takegami,

Chemical Synthesis and Reactions

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.