Site Selective Concerted Nucleophilic Aromatic Substitutions of Azole‐Ligated Diaryliodonium Salts-Reference-Cited by-同舟云学术

Site Selective Concerted Nucleophilic Aromatic Substitutions of Azole‐Ligated Diaryliodonium Salts

Published:2023-02-02 Issue:4 Volume:365 Page:535-543
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

Vlasenko Yulia A.¹,Kuczmera Thomas J.²,Antonkin Nikita S.¹,Valiev Rashid R.³⁴,Postnikov Pavel S.¹⁵^ORCID,Nachtsheim Boris J.²^ORCID

Affiliation:

1. Research School of Chemistry and Applied Biomedical Sciences Tomsk Polytechnic University Tomsk 634050 Russian Federation

2. Institut für Organische und Analytische Chemie Universität Bremen Leobener Straße NW2C 28359 Bremen Germany

3. Al Farabi Kazakh National University Almaty 050040 Kazakhstan

4. Kazan Federal University Kazan 420008 Republic of Tatarstan Russian Federation

5. Department of Solid State Engineering Institute of Chemical Technology Prague 16628 Czech Republic

Abstract

AbstractDiaryliodonium salts are electrophilic arylation reagents in transition metal‐catalyzed and transition metal‐free reaction methods. Herein we present the application of azole‐stabilized diaryliodonium salts with additional thiophene‐2‐yl‐ligands as substrates for metal‐free nucleophilic arylations. Besides their synthesis, we demonstrate their application in chemoselective nitrations, oxygenations, aminations as well as thiolations under umpolung conditions. Convenient one‐pot procedures based on their in situ formation are also discussed.

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Funder

Ministry of Science and Higher Education of the Russian Federation

Publisher

Wiley

Subject

General Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202201001

Reference100 articles.

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