Bulletin of the Chemical Society of Japan p. 2717 - 2726 (1995)
Update date:2022-08-06
Topics:
Ibata, Toshikazu
Shang, Muhong
Demura, Tetsuo
The reactions of mono-, di-, and trichloronitrobenzenes with 1-methylpyrrolidine under high pressure gave products of demethylation and ring-opening through a quaternary pyrrolidinium chloride intermediate formed by the SNAr reaction.On the other hand, the reactions with 1-methylpiperidine and 4-methylmorpholine gave only demethylation products.The selectivities of the resctions of 1-methylpyrrolidine with these chloronitrobenzenes were found to be effected by the neighboring substituent to the pyrrolidinium group.
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