Mild and Efficient Preparation of Arylphosphonium and Arylammonium Salts under Aqueous Conditions at Room Temperature Using Pseudocyclic Arylbenziodoxaboroles as Aryne Precursors

Pseudocyclic arylbenziodoxaboroles are unique aryne precursors under neutral aqueous conditions that selectively react with tertiary organic phosphines or amines at room temperature to form the corresponding aryl-substituted quaternary phosphonium or ammonium salts in high yields. This reaction has been further extended to the preparation of tetraarylarsonium and tetraarylstibonium salts.

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Publication Details

Journal
Chemical and Pharmaceutical Bulletin
Published
2026-02-09
DOI
https://doi.org/10.1248/cpb.c25-00746
Primary Topic
Cyclization and Aryne Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Mild and Efficient Preparation of Arylphosphonium and Arylammonium Salts under Aqueous Conditions at Room Temperature Using Pseudocyclic Arylbenziodoxaboroles as Aryne Precursors

Irina A. Mironova, Gunnar B. Frahm, Akiharu Ueki, Dmitrii M. Noskov et al.
Chemical and Pharmaceutical Bulletin
Cyclization and Aryne Chemistry
article

Mild and Efficient Preparation of Arylphosphonium and Arylammonium Salts under Aqueous Conditions at Room Temperature Using Pseudocyclic Arylbenziodoxaboroles as Aryne Precursors

Irina A. Mironova, Gunnar B. Frahm, Akiharu Ueki, Dmitrii M. Noskov, Akio Saito, Viktor V. Zhdankin, Tatsuya Suzuki, Zachary Gardner, Akira Yoshimura, Kristina M. Zvereva, Mekhman S. Yusubov
article en

Abstract

Pseudocyclic arylbenziodoxaboroles are unique aryne precursors under neutral aqueous conditions that selectively react with tertiary organic phosphines or amines at room temperature to form the corresponding aryl-substituted quaternary phosphonium or ammonium salts in high yields. This reaction has been further extended to the preparation of tetraarylarsonium and tetraarylstibonium salts.

Chemical and Pharmaceutical BulletinVol. 74(2)
National Research Tomsk State University (RU), Tomsk Polytechnic University (RU), University of Minnesota, Duluth (US), Aomori University (JP), Tokyo University of Agriculture and Technology (JP)
National Science Foundation, University of Minnesota, University of Minnesota Duluth, Russian Science Foundation, Japan Society for the Promotion of Science, Division of Chemistry
Clean water and sanitation
Openalex Percentile: Top 60%
Cyclization and Aryne Chemistry
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Mild and Efficient Preparation of Arylphosphonium and Arylammonium Salts under Aqueous Conditions at Room Temperature Using Pseudocyclic Arylbenziodoxaboroles as Aryne Precursors — Irina A. Mironova, Gunnar B. Frahm, et al. · Chemical and Pharmaceutical Bulletin (2026) | TGRS Research Map | TGRS