One-Pot Synthesis and Conformational Analysis of 6-Membered Cyclic Iodonium Salts

2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim
Keyword(s):  
Conformational Analysis ◽  
Bronsted Acids ◽  
One Pot ◽  
Benzyl Alcohols ◽  
Iodonium Salts ◽  
Efficient Approach ◽  
One Pot Synthesis ◽  
Diaryliodonium Salts

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>

scholarly journals One-Pot Synthesis and Conformational Analysis of 6-Membered Cyclic Iodonium Salts

2020 ◽  
Author(s):  
Lucien Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris Nachtsheim
Keyword(s):  
Conformational Analysis ◽  
Bronsted Acids ◽  
One Pot ◽  
Benzyl Alcohols ◽  
Iodonium Salts ◽  
Efficient Approach ◽  
One Pot Synthesis ◽  
Diaryliodonium Salts

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>

One-Pot Synthesis and Conformational Analysis of Six-Membered Cyclic Iodonium Salts

2020 ◽  
Vol 85 (14) ◽  
pp. 9161-9178
Author(s):  
Lucien D. Caspers ◽  
Julian Spils ◽  
Mattis Damrath ◽  
Enno Lork ◽  
Boris J. Nachtsheim
Keyword(s):  
Conformational Analysis ◽  
One Pot ◽  
Iodonium Salts ◽  
One Pot Synthesis

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 ◽  
...  
Keyword(s):  
Sulfuric Acid ◽  
Facile Synthesis ◽  
One Pot ◽  
Iodonium Salts ◽  
Wide Applicability ◽  
One Pot Synthesis ◽  
Diaryliodonium Salts ◽  
Aryl Iodides

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.

ChemInform Abstract: One-Pot Synthesis and Applications of N-Heteroaryl Iodonium Salts.

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

A one-pot synthesis of benzimidazoles via aerobic oxidative condensation of benzyl alcohols with o-phenylenediamines catalyzed by [MIMPs]+Cl-/NaNO2/TEMPO

2020 ◽  
Vol 44 (9-10) ◽  
pp. 557-565
Author(s):  
Zhenzhen Geng ◽  
Hong-yu Zhang ◽  
Guohui Yin ◽  
Yuecheng Zhang ◽  
Jiquan Zhao
Keyword(s):  
Ionic Liquid ◽  
Catalytic System ◽  
Sodium Nitrite ◽  
High Efficiency ◽  
Oxidative Condensation ◽  
Imidazolium Chloride ◽  
One Pot ◽  
Benzyl Alcohols ◽  
One Pot Synthesis ◽  
The One

The ionic liquid 1-methyl-3-(3-sulfopropyl)imidazolium chloride ([MIMPs]+Cl-) in combination with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and sodium nitrite (NaNO2) as a catalytic system demonstrates high efficiency in the one-pot two-step aerobic oxidative condensation of benzyl alcohols with 1,2-phenylenediamines to give benzimidazoles. Various benzimidazoles are obtained in good to excellent yields by this strategy.

scholarly journals One-pot synthesis of epoxides from benzyl alcohols and aldehydes

2018 ◽  
Vol 14 ◽  
pp. 2308-2312 ◽  
Author(s):  
Edwin Alfonzo ◽  
Jesse W L Mendoza ◽  
Aaron B Beeler
Keyword(s):  
One Pot ◽  
Sulfonium Salts ◽  
Benzyl Alcohols ◽  
One Pot Synthesis ◽  
Reaction Proceeds ◽  
In Situ Generation

A one-pot synthesis of epoxides from commercially available benzyl alcohols and aldehydes is described. The reaction proceeds through in situ generation of sulfonium salts from benzyl alcohols and their subsequent deprotonation for use in Corey–Chaykovsky epoxidation of aldehydes. The generality of the method is exemplified by the synthesis of 34 epoxides that were made from an array of electronically and sterically varied alcohols and aldehydes.

A protective roasting strategy for preparation of stable mesoporous hollow CeO2 microspheres with enhanced catalytic activity for one-pot synthesis of imines from benzyl alcohols and anilines

2019 ◽  
Vol 6 (3) ◽  
pp. 829-836 ◽  
Author(s):  
Yu Long ◽  
Hongbo Zhang ◽  
Zekun Gao ◽  
Jiaheng Qin ◽  
Yiting Pan ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
One Pot ◽  
Benzyl Alcohols ◽  
One Pot Synthesis

A protective roasting strategy can be applied to prepare stable mh-CeO2 microspheres with enhanced catalytic activity and reusability for one-pot synthesis of imines.

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
Keyword(s):  
One Pot ◽  
One Pot Synthesis ◽  
Diaryliodonium Salts
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