scholarly journals One-Pot Synthesis of Unsymmetric Diaryliodonium Salts from Iodine and Arenes

2017 ◽  
Vol 82 (22) ◽  
pp. 11909-11914 ◽  
Author(s):  
Erik Lindstedt ◽  
Marcus Reitti ◽  
Berit Olofsson
2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>


2014 ◽  
Vol 79 (17) ◽  
pp. 8156-8162 ◽  
Author(s):  
Pengfei Li ◽  
Guolin Cheng ◽  
Hong Zhang ◽  
Xianxiang Xu ◽  
Jingyuan Gao ◽  
...  

ChemistryOpen ◽  
2016 ◽  
Vol 6 (1) ◽  
pp. 18-20 ◽  
Author(s):  
Natalia Soldatova ◽  
Pavel Postnikov ◽  
Olga Kukurina ◽  
Viktor V. Zhdankin ◽  
Akira Yoshimura ◽  
...  

2016 ◽  
Vol 1 (3) ◽  
pp. 403-407 ◽  
Author(s):  
Song Mao ◽  
Zerui Hua ◽  
Xunshen Wu ◽  
Yang Yang ◽  
Jianwei Han ◽  
...  

2011 ◽  
Vol 64 (5) ◽  
pp. 529 ◽  
Author(s):  
Toshifumi Dohi ◽  
Nobutaka Yamaoka ◽  
Itsuki Itani ◽  
Yasuyuki Kita

The rate-accelerating effects of fluoroalcohol solvents for generating trivalent hypervalent iodine species and the conversion into diaryliodonium(iii) salts have been used for the first time to realize a facile and clean one-pot synthesis of diaryliodonium(iii) salts 3 from aryl iodides 1 and suitable arene partners 2 with peracetic acid (PAA). The use of PAA as a green and practical oxidant is significantly effective in fluoroalcohol solvents. The scope and limitations of the methodology are elucidated by investigation of a wide variety of representative substrates.


2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim

In this article we describe an efficient approach for the synthesis of cyclic diaryliodonium salts. The method is based on benzyl alcohols as starting materials and consists of an Friedel-Crafts-arylation/oxidation sequence. Besides a deep optimization, particluar focusing on the choice and ratios of the utilized Bronsted-acids and oxidants, we explore the substrate scope of this transformation. We also discuss an interesting isomerism of cyclic iodonium salts substituted with aliphatic substituents at the bridge head carbon. <br>


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