Home / Articles / Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation

Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation

Dmitry Ivanovich Bugaenko 1
Dmitry Ivanovich Bugaenko
, 
Alexander Vakhtangovich Karchava 1
Alexander Vakhtangovich Karchava
, 
Marina Abramovna Yurovskaya 1
Marina Abramovna Yurovskaya
1 Lomonosov Moscow State University, Faculty of Chemistry
10.1070/RCR4781
Published 30 November 2017
Review , RCR4781, Volume 87, Issue 3, 272-301
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Bugaenko D. I., Karchava A. V., Yurovskaya M. A. Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation // Russian Chemical Reviews. 2017. Vol. 87. No. 3. pp. 272-301.
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Bugaenko D. I., Karchava A. V., Yurovskaya M. A. Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation // Russian Chemical Reviews. 2017. Vol. 87. No. 3. pp. 272-301.
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TY - JOUR
DO - 10.1070/RCR4781
UR - https://rcr.colab.ws/publications/10.1070/RCR4781
TI - Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation
T2 - Russian Chemical Reviews
AU - Bugaenko, Dmitry Ivanovich
AU - Karchava, Alexander Vakhtangovich
AU - Yurovskaya, Marina Abramovna
PY - 2017
DA - 2017/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 272-301
IS - 3
VL - 87
ER -
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@article{2017_Bugaenko,
author = {Dmitry Ivanovich Bugaenko and Alexander Vakhtangovich Karchava and Marina Abramovna Yurovskaya},
title = {Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation},
journal = {Russian Chemical Reviews},
year = {2017},
volume = {87},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR4781},
number = {3},
pages = {272--301},
doi = {10.1070/RCR4781}
}
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Bugaenko, Dmitry Ivanovich, et al. “Arynes, diaryliodonium salts and azine N-oxides in transition metal-free electrophilic N-arylation.” Russian Chemical Reviews, vol. 87, no. 3, Nov. 2017, pp. 272-301. https://rcr.colab.ws/publications/10.1070/RCR4781.
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Abstract

The main approach to the synthesis of aromatic and heteroaromatic amines is based on palladium- and copper-catalyzed N-arylation reactions. Although these methods are highly efficient and provide extensive opportunities for the synthesis of (het)arylamines with various structures and properties, they have some limitations related to the catalysts used and reaction conditions. This review addresses alternative approaches to N-(het)arylation that have been extensively developed in the past decade and are based on the use of arynes, diaryliodonium salts and azine N-oxides as electrophilic (het)arylating agents. Because of mild reaction conditions and no need for catalysts and strong bases, these N-(het)arylation methods are attractive for various synthetic applications and open up new possibilities for the preparation of valuable organic compounds inaccessible \textit{via} traditional catalytic methods. The attention is focussed on publications of the last decade.

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