Home / Publications / Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions

Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions

, 
Ivan Dmitrievich Sorokin 1
Ivan Dmitrievich Sorokin
, 
Mikhail Yakovlevich Melnikov 1
Mikhail Yakovlevich Melnikov
, 
Ekaterina Mikhailovna Budynina 1, 2
Ekaterina Mikhailovna Budynina
10.1016/j.mencom.2020.11.001
Published 2020-11-03
Focus article , Volume 30, Issue 6, 687-696
3
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Tukhtaev H. B. et al. Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions // Mendeleev Communications. 2020. Vol. 30. No. 6. pp. 687-696.
GOST all authors (up to 50) Copy
Tukhtaev H. B., Sorokin I. D., Melnikov M. Y., Budynina E. M. Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions // Mendeleev Communications. 2020. Vol. 30. No. 6. pp. 687-696.
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TY - JOUR
DO - 10.1016/j.mencom.2020.11.001
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.11.001
TI - Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions
T2 - Mendeleev Communications
AU - Tukhtaev, Hamidulla B
AU - Sorokin, Ivan Dmitrievich
AU - Melnikov, Mikhail Yakovlevich
AU - Budynina, Ekaterina Mikhailovna
PY - 2020
DA - 2020/11/03
PB - Mendeleev Communications
SP - 687-696
IS - 6
VL - 30
ER -
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@article{2020_Tukhtaev,
author = {Hamidulla B Tukhtaev and Ivan Dmitrievich Sorokin and Mikhail Yakovlevich Melnikov and Ekaterina Mikhailovna Budynina},
title = {Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.11.001},
number = {6},
pages = {687--696},
doi = {10.1016/j.mencom.2020.11.001}
}
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Tukhtaev, Hamidulla B., et al. “Acetylenes and nitriles as unconventional reactants for aza-Wittig reactions.” Mendeleev Communications, vol. 30, no. 6, Nov. 2020, pp. 687-696. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.11.001.
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Keywords

acetylenes
aza-Wittig reaction
N-heterocyclic compounds
nitriles
phosphazenes

Abstract

The classic version of aza-Wittig reactions, namely, reactions between phosphazenes and compounds with polar double bonds, is widely employed in organic synthesis to produce C=N bonds. However, only a limited number of aza-Wittig reactions between phosphazenes and compounds with triple bonds is known, which has a lot to do with certain structural features of the reactants, wherein additional activation is required. This review provides a guide to those rare examples of aza-Wittig reactions with acetylenes and nitriles. A unique trait of these atom-economic processes is that they afford Wittig or new aza-Wittig reagents, respectively, which offers new opportunities for employing these reactions in organic syntheses, especially those of N-heterocyclic compounds.

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