scholarly journals One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone–sulfuric acid

2018 ◽  
Vol 14 ◽  
pp. 849-855 ◽  
Author(s):  
Natalia Soldatova ◽  
Pavel Postnikov ◽  
Olga Kukurina ◽  
Viktor V Zhdankin ◽  
Akira Yoshimura ◽  
...  

A facile synthesis of diaryliodonium salts utilizing Oxone as versatile and cheap oxidant has been developed. This method shows wide applicability and can be used for the preparation of iodonium salts containing electron-donating or electron-withdrawing groups in good yields. In addition, this procedure can be applied to the preparation of symmetric iodonium salts directly from arenes via a one-pot iodination–oxidation sequence.

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>


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

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>


ChemInform ◽  
2003 ◽  
Vol 34 (27) ◽  
Author(s):  
Peyman Salehi ◽  
Minoo Dabiri ◽  
Mohammad Ali Zolfigol ◽  
Mohammad Ali Bodaghi Fard

2009 ◽  
Vol 21 (8) ◽  
pp. 869-873 ◽  
Author(s):  
Chung Yen Ang ◽  
Louise Giam ◽  
Zheng Ming Chan ◽  
Alex W. H. Lin ◽  
Hongwei Gu ◽  
...  

2012 ◽  
Vol 9 (4) ◽  
pp. 2239-2244 ◽  
Author(s):  
Hossein Anaraki-Ardakani ◽  
Maziar Noei ◽  
Mina Karbalaei-Harofteh ◽  
Shahab Zomorodbakhsh

A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by three-component reaction between dialkyl acetylenedicarboxylates, triphenylphosphine, 2-aminopyridin derivatives in the presence of arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded high yields of products.


ChemInform ◽  
2014 ◽  
Vol 45 (34) ◽  
pp. no-no
Author(s):  
Marcin Bielawski ◽  
Joel Malmgren ◽  
Leticia M. Pardo ◽  
Ylva Wikmark ◽  
Berit Olofsson

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