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

Firuza T Sadykova 1
Firuza T Sadykova
, 
Tat'yana Petrovna Zosim 1
Tat'yana Petrovna Zosim
,  , 
10.1016/j.mencom.2021.01.013
Published 2020-12-30
Communication , Volume 31, Issue 1, 46-47
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Sadykova F. T. et al. Transition metal halide promoted hydride transfer in N,N-diisoalkyl-N-propargylamines // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 46-47.
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Sadykova F. T., Zosim T. P., Ramazanov I. R., Dzhemilev U. M. Transition metal halide promoted hydride transfer in N,N-diisoalkyl-N-propargylamines // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 46-47.
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TY - JOUR
DO - 10.1016/j.mencom.2021.01.013
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.013
TI - Transition metal halide promoted hydride transfer in N,N-diisoalkyl-N-propargylamines
T2 - Mendeleev Communications
AU - Sadykova, Firuza T
AU - Zosim, Tat'yana Petrovna
AU - Ramazanov, Ilfir Rifovich
AU - Dzhemilev, Usein Memetovich
PY - 2020
DA - 2020/12/30
PB - Mendeleev Communications
SP - 46-47
IS - 1
VL - 31
ER -
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@article{2020_Sadykova,
author = {Firuza T Sadykova and Tat'yana Petrovna Zosim and Ilfir Rifovich Ramazanov and Usein Memetovich Dzhemilev},
title = {Transition metal halide promoted hydride transfer in N,N-diisoalkyl-N-propargylamines},
journal = {Mendeleev Communications},
year = {2020},
volume = {31},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.013},
number = {1},
pages = {46--47},
doi = {10.1016/j.mencom.2021.01.013}
}
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Sadykova, Firuza T., et al. “Transition metal halide promoted hydride transfer in N,N-diisoalkyl-N-propargylamines.” Mendeleev Communications, vol. 31, no. 1, Dec. 2020, pp. 46-47. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.013.

Keywords

N-dealkylation
allylic amines
hydride transfer
methylalumoxane
propargylic amines
zinc iodide

Abstract

The reaction of N,N-diisopropyl-N-propargylamines with Et3Al/MXn system (MXn=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.

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