Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles

Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles

In recent years, the chemistry of heteroaryliodonium(III) salts has undergone significant developments. Heteroaryliodonium(III) salts have been found to be useful synthetic tools for the transfer of heteroaryl groups under metal-catalyzed and metal-free conditions for the preparation of functionaliz...

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Main Authors: Naoko Takenaga, Ravi Kumar, Toshifumi Dohi
Format: Article
Language:English
Published: Frontiers Media S.A. 2020-11-01
Series:Frontiers in Chemistry
Subjects:
iodine
hypervalent compound
diaryliodonium(III) salt
aromatic substitution
arylation
heteroaromatic compound
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2020.599026/full
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spelling doaj-b4bfab31318649acb2ee859fe1016ede2020-11-25T04:03:10ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462020-11-01810.3389/fchem.2020.599026599026Heteroaryliodonium(III) Salts as Highly Reactive ElectrophilesNaoko Takenaga0Ravi Kumar1Toshifumi Dohi2Faculty of Pharmacy, Meijo University, Nagoya, JapanJ.C. Bose University of Science & Technology, YMCA, Faridabad, IndiaCollege of Pharmaceutical Sciences, Ritsumeikan University, Kusatsu, JapanIn recent years, the chemistry of heteroaryliodonium(III) salts has undergone significant developments. Heteroaryliodonium(III) salts have been found to be useful synthetic tools for the transfer of heteroaryl groups under metal-catalyzed and metal-free conditions for the preparation of functionalized heteroarene-containing compounds. Synthetic transformations mediated by these heteroaryliodonium(III) salts are classified into two categories: (1) reactions utilizing the high reactivity of the hypervalent iodine(III) species, and (2) reactions based on unique and new reactivities not observed in other types of conventional diaryliodonium salts. The latter feature is of particular interest and so has been intensively investigated in recent decades. This mini-review therefore aims to summarize the recent synthetic applications of heteroaryliodonium(III) salts as highly reactive electrophiles.https://www.frontiersin.org/articles/10.3389/fchem.2020.599026/fulliodinehypervalent compounddiaryliodonium(III) saltaromatic substitutionarylationheteroaromatic compound
collection DOAJ
language English
format Article
sources DOAJ
author Naoko Takenaga
Ravi Kumar
Toshifumi Dohi
spellingShingle Naoko Takenaga
Ravi Kumar
Toshifumi Dohi
Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles
Frontiers in Chemistry
iodine
hypervalent compound
diaryliodonium(III) salt
aromatic substitution
arylation
heteroaromatic compound
author_facet Naoko Takenaga
Ravi Kumar
Toshifumi Dohi
author_sort Naoko Takenaga
title Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles
title_short Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles
title_full Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles
title_fullStr Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles
title_full_unstemmed Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles
title_sort heteroaryliodonium(iii) salts as highly reactive electrophiles
publisher Frontiers Media S.A.
series Frontiers in Chemistry
issn 2296-2646
publishDate 2020-11-01
description In recent years, the chemistry of heteroaryliodonium(III) salts has undergone significant developments. Heteroaryliodonium(III) salts have been found to be useful synthetic tools for the transfer of heteroaryl groups under metal-catalyzed and metal-free conditions for the preparation of functionalized heteroarene-containing compounds. Synthetic transformations mediated by these heteroaryliodonium(III) salts are classified into two categories: (1) reactions utilizing the high reactivity of the hypervalent iodine(III) species, and (2) reactions based on unique and new reactivities not observed in other types of conventional diaryliodonium salts. The latter feature is of particular interest and so has been intensively investigated in recent decades. This mini-review therefore aims to summarize the recent synthetic applications of heteroaryliodonium(III) salts as highly reactive electrophiles.
topic iodine
hypervalent compound
diaryliodonium(III) salt
aromatic substitution
arylation
heteroaromatic compound
url https://www.frontiersin.org/articles/10.3389/fchem.2020.599026/full
work_keys_str_mv AT naokotakenaga heteroaryliodoniumiiisaltsashighlyreactiveelectrophiles
AT ravikumar heteroaryliodoniumiiisaltsashighlyreactiveelectrophiles
AT toshifumidohi heteroaryliodoniumiiisaltsashighlyreactiveelectrophiles
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