One-Pot Syntheses of Diaryliodonium Salts from Aryl Iodides Using Peracetic Acid as Green Oxidant

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.

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

ChemInform ◽  
2011 ◽  
Vol 42 (46) ◽  
pp. no-no
Author(s):  
Toshifumi Dohi ◽  
Nobutaka Yamaoka ◽  
Itsuki Itani ◽  
Yasuyuki Kita

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>


2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.


Author(s):  
Romana Pajkert ◽  
Henryk Koroniak ◽  
Pawel Kafarski ◽  
Gerd Volker Roeschenthaler

A one-pot, regioselective 1,3-dipolar cycloaddition of in situ generated (diethoxyphosphoryl)difluoromethyl nitrile oxide toward selected alkenes and alkynes is reported. This protocol enables facile access to 3,5-disubstituted isoxazolines and isoxazoles bearing...


RSC Advances ◽  
2015 ◽  
Vol 5 (61) ◽  
pp. 49295-49300 ◽  
Author(s):  
Handan Pamuk ◽  
Burak Aday ◽  
Fatih Şen ◽  
Muharrem Kaya

Pt NPs@GO has been used for the first time for synthesizing acridinedione from dimedone, aromatic aldehydes and various amines as a catalyst.


Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1589-1592 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Mahnaz Saraei ◽  
Reyhaneh Khoeiniha

A high-yielding cyclocondensation of 4-hydroxycoumarin, phenylglyoxal monohydrate, and heteroarylamines proceeds without catalysis, which gives novel functionalized furo[3,2-c]coumarins and heteroarylamino alkylation of coumarin products in acetonitrile under reflux, is reported for the first time. This tandem process involves sequentially an aldol condensation, Michael addition, a ring closure, and dehydration reaction.


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