Journal of Organic Chemistry p. 3205 - 3209 (1990)
Update date:2022-08-02
Topics:
Katritzky, Alan R.
Fan, Wei-Qiang
Various primary amines and 1-mono- and 1,1-disubstituted hydrazines were converted into the corresponding N-substituted piperidines in good to excellent yields via the products of double condensations with benzotriazole and glutaraldehyde.Reduction of the 2,6-bis(benzotriazolyl) N-substituted piperidines 4 and 7 with sodium borohydride in tetrahydrofuran afforded N-substituted piperidines.The benzotriazole moieties were also replaced by alkyl groups by reaction with Grignard reagents to produce 1,2,6-trisubstituted piperidines.
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