Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents

Diaryliodonium salts are an important part of hypervalent iodine chemistry, owing to their highly electrophilic character, non-toxicity, and air and moisture stability, have been identified as an important arylating agent. It has been widely applied in the synthesis of natural products, drugs, and b...

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Main Authors: Xiao-Wei Chen, Jia-Le Chen, Ling-Hui Zhang, Huhu Zhang, Xiaojun Chen, Xiaohui Fan
Format: Article
Language:English
Published: MDPI AG 2025-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/30/14/3019
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author Xiao-Wei Chen
Jia-Le Chen
Ling-Hui Zhang
Huhu Zhang
Xiaojun Chen
Xiaohui Fan
author_facet Xiao-Wei Chen
Jia-Le Chen
Ling-Hui Zhang
Huhu Zhang
Xiaojun Chen
Xiaohui Fan
author_sort Xiao-Wei Chen
collection DOAJ
description Diaryliodonium salts are an important part of hypervalent iodine chemistry, owing to their highly electrophilic character, non-toxicity, and air and moisture stability, have been identified as an important arylating agent. It has been widely applied in the synthesis of natural products, drugs, and bioactive molecules bearing active α-arylation carbonyl units. Within the domain of α-arylation of carbonyl compounds using diaryliodonium salts, there is a notable absence in the literature of a comprehensive compilation dedicated to exclusive arylation processes involving these compounds. In this review, we focus on the overview of the recent advancements in utilizing diaryliodonium salts for α-arylation reactions, encompassing both racemic and asymmetric approaches to various carbonyl compounds including ketones, esters, enolates, and amides. Furthermore, we discuss the unique advantages and inherent limitations of diaryliodonium salts as arylating agents, as well as the underexplored application potentials that warrant further investigation in this rapidly evolving field.
format Article
id doaj-art-2362d09ad1ab4eaa840abfc458b73597
institution DOAJ
issn 1420-3049
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publishDate 2025-07-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj-art-2362d09ad1ab4eaa840abfc458b735972025-08-20T03:07:58ZengMDPI AGMolecules1420-30492025-07-013014301910.3390/molecules30143019Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating AgentsXiao-Wei Chen0Jia-Le Chen1Ling-Hui Zhang2Huhu Zhang3Xiaojun Chen4Xiaohui Fan5School of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou 730070, ChinaSchool of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou 730070, ChinaState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, ChinaSchool of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou 730070, ChinaAnimal Husbandry and Veterinary Bureau of Anding District, Dingxi 743021, ChinaSchool of Chemistry and Chemical Engineering, Lanzhou Jiaotong University, Lanzhou 730070, ChinaDiaryliodonium salts are an important part of hypervalent iodine chemistry, owing to their highly electrophilic character, non-toxicity, and air and moisture stability, have been identified as an important arylating agent. It has been widely applied in the synthesis of natural products, drugs, and bioactive molecules bearing active α-arylation carbonyl units. Within the domain of α-arylation of carbonyl compounds using diaryliodonium salts, there is a notable absence in the literature of a comprehensive compilation dedicated to exclusive arylation processes involving these compounds. In this review, we focus on the overview of the recent advancements in utilizing diaryliodonium salts for α-arylation reactions, encompassing both racemic and asymmetric approaches to various carbonyl compounds including ketones, esters, enolates, and amides. Furthermore, we discuss the unique advantages and inherent limitations of diaryliodonium salts as arylating agents, as well as the underexplored application potentials that warrant further investigation in this rapidly evolving field.https://www.mdpi.com/1420-3049/30/14/3019diaryliodonium saltsα-arylationcarbonyl compoundsarylating agents
spellingShingle Xiao-Wei Chen
Jia-Le Chen
Ling-Hui Zhang
Huhu Zhang
Xiaojun Chen
Xiaohui Fan
Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents
Molecules
diaryliodonium salts
α-arylation
carbonyl compounds
arylating agents
title Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents
title_full Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents
title_fullStr Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents
title_full_unstemmed Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents
title_short Advances in α-Arylation of Carbonyl Compounds: Diaryliodonium Salts as Arylating Agents
title_sort advances in α arylation of carbonyl compounds diaryliodonium salts as arylating agents
topic diaryliodonium salts
α-arylation
carbonyl compounds
arylating agents
url https://www.mdpi.com/1420-3049/30/14/3019
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AT linghuizhang advancesinaarylationofcarbonylcompoundsdiaryliodoniumsaltsasarylatingagents
AT huhuzhang advancesinaarylationofcarbonylcompoundsdiaryliodoniumsaltsasarylatingagents
AT xiaojunchen advancesinaarylationofcarbonylcompoundsdiaryliodoniumsaltsasarylatingagents
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