Diaryliodonium Salts: Aryl Transfer Reagents for Alkyne Difunctionalization

2015 ◽  
Vol 68 (5) ◽  
pp. 699 ◽  
Author(s):  
Felix Hartrampf ◽  
Henry Toombs-Ruane
Keyword(s):  
Cascade Reactions ◽  
Hypervalent Iodine ◽  
Diaryliodonium Salts ◽  
Recent Developments ◽  
Aryl Transfer

In recent years, hypervalent iodine reagents have emerged as powerful tools in synthesis. This highlight paper describes recent developments in the application of diaryliodonium salts for a variety of transformations. It is shown how the extremely electrophilic nature of these reagents can be exploited to difunctionalize alkynes in cascade reactions to access complex scaffolds.

scholarly journals Hypervalent Iodine in Synthesis 58: Synthesis of Aryl esters of Dithiocarbamic Acids Using Polymeric Diaryliodonium Salts

2000 ◽  
Vol 2000 (7) ◽  
pp. 352-353 ◽  
Author(s):  
Da-Jun Chen ◽  
Zhen-Chu Chen
Keyword(s):  
Hypervalent Iodine ◽  
Diaryliodonium Salts ◽  
Polymer Supported ◽  
Aryl Transfer

Polymer-supported diaryliodonium salts were prepared and employed as aryl transfer reagents for the synthesis of aryl esters of dithiocarbamic acids.

Recent developments in enantioselective organocatalytic cascade reactions for the construction of halogenated ring systems

2021 ◽  
Author(s):  
Ana Maria Madeira Martins Faisca Phillips ◽  
Ana Maria Madeira Martins Faisca Phillips ◽  
Armando J. L. Pombeiro
Keyword(s):  
Cascade Reactions ◽  
Ring Systems ◽  
Recent Developments

scholarly journals Cascades, Catalysis and Chiral Ligand Control with SmI2; The Rebirth of a Reagent

2020 ◽  
Vol 74 (1) ◽  
pp. 18-22
Author(s):  
Áron Péter ◽  
David J. Procter
Keyword(s):  
Electron Transfer ◽  
Cascade Reactions ◽  
Single Electron ◽  
Radical Reactions ◽  
Chiral Ligand ◽  
Single Electron Transfer ◽  
Recent Developments ◽  
Radical Cascade

This review focuses on recent developments from our laboratory in the field of radical reactions mediated by the archetypal reductive single electron transfer (SET) reagent, SmI2. Namely, we have expanded the scope of reducible carbonyl moieties to esters and amides and have exploited the resultant ketyl radicals in radical cascade reactions that generate unprecedented scaffolds. Moreover, we have taken the first steps to address the long-standing challenges of catalysis and chiral ligand control associated with the reagent.

scholarly journals Heteroaryliodonium(III) Salts as Highly Reactive Electrophiles

2020 ◽  
Vol 8 ◽  
Author(s):  
Naoko Takenaga ◽  
Ravi Kumar ◽  
Toshifumi Dohi
Keyword(s):  
High Reactivity ◽  
Hypervalent Iodine ◽  
Metal Free ◽  
Diaryliodonium Salts ◽  
Metal Catalyzed ◽  
Synthetic Transformations

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.

Palladium-Catalyzed Molybdenum Hexacarbonyl-Mediated Gas-Free Carbonylative Reactions

Synlett ◽  
2018 ◽  
Vol 30 (02) ◽  
pp. 141-155 ◽  
Author(s):  
Luke Odell ◽  
Mats Larhed ◽  
Linda Åkerbladh
Keyword(s):  
Cascade Reactions ◽  
Ex Situ ◽  
Small Scale ◽  
Molybdenum Hexacarbonyl ◽  
Coupling Reactions ◽  
Problematic Use ◽  
Cross Coupling Reactions ◽  
Recent Developments ◽  
Palladium Catalyzed ◽  
Multistep Reactions

This account summarizes Pd(0)-catalyzed Mo(CO)6-mediated gas-free carbonylative reactions published in the period October 2011 to May 2018. Presented reactions include inter- and intramolecular carbonylations, carbonylative cross-couplings, and carbonylative multicomponent reactions using Mo(CO)6 as a solid source of CO. The presented methodologies were developed mainly for small-scale applications, avoiding the problematic use of gaseous CO in a standard laboratory. In most cases, the reported Mo(CO)6-mediated carbonylations were conducted in sealed vials or by using two-chamber solutions.1 Introduction2 Recent Developments2.1 New CO Sources2.2 Two-Chamber System for ex Situ CO Generation2.3 Multicomponent Carbonylations3 Carbonylations with N and O Nucleophiles4 Carbonylative Cross-Coupling Reactions with Organometallics5 Carbonylative Cascade Reactions6 Carbonylative Cascade, Multistep Reactions7 Summary and Outlook

Hypervalent iodine reactions utilized in carbon–carbon bond formations

2019 ◽  
Vol 17 (34) ◽  
pp. 7822-7848 ◽  
Author(s):  
I. F. Dempsey Hyatt ◽  
Loma Dave ◽  
Navindra David ◽  
Kirandeep Kaur ◽  
Marly Medard ◽  
...  
Keyword(s):  
Electrophilic Substitution ◽  
Hypervalent Iodine ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Recent Developments ◽  
Iodine Chemistry

This review covers recent developments of hypervalent iodine chemistry in dearomatizations, radicals, hypervalent iodine-guided electrophilic substitution, arylations, photoredox, and more.

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