This article is cited in 1 paper

Communications

Transition metal halide promoted hydride transfer in N,N-diisoalkyl-N-propargylamines

F. T. Sadykova, T. P. Zosim, I. R. Ramazanov, U. M. Dzhemilev

Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

Abstract: The reaction of N,N-diisopropyl-N-propargylamines with Et₃Al/MX_n system (MX_n=CuCl, CuBr, ZnCl₂, ZnI₂, CdI₂, TiCl₄, ZrCl₄, VCl₅, TaCl₅) in CH₂Cl₂ proceeds as an intramolecular red-ox hydride transfer affording N-dealkylated N-isopropyl-N-allylamines, allenes being formed as side products. The highest chemoselectivities and yields (71–89%) were attained by the application of new ZnI₂/(MeAlO)_n system.

Keywords: allylic amines, hydride transfer, propargylic amines, methylalumoxane, zinc iodide, N-dealkylation.

Language: English

DOI: 10.1016/j.mencom.2021.01.013

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