Issue 9, 2003
From the journal:

Organic & Biomolecular Chemistry

Synthesis of 1-alkynyl(diphenyl)onium salts of group 16 elements via heteroatom transfer reaction of 1-alkynyl(phenyl)-λ3-iodanes

Masahito Ochiai,*a   Takema Nagaoka,a   Takuya Sueda,a   Jie Yan,a   Da-Wei Chena  and  Kazunori Miyamotoa  

* Corresponding authors

a Faculty of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan
E-mail: mochiai@ph2.tokushima-u.ac.jp

Abstract

1-Alkynyl(phenyl)-λ3-iodanes undergo selective transfer of the alkynyl groups over the phenyl group onto diphenyl chalcogens. Exposure of 1-alkynyl(phenyl)-λ3-iodanes to diphenyl chalcogens (S, Se, and Te) in dichloromethane or 1,2-dichloroethane affords 1-alkynyl(diphenyl)sulfonium, -selenonium, and -telluronium salts in high yields.

Graphical abstract: Synthesis of 1-alkynyl(diphenyl)onium salts of group 16 elements via heteroatom transfer reaction of 1-alkynyl(phenyl)-λ3-iodanes

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Article information

DOI
https://doi.org/10.1039/B212512A
Article type
Paper
Submitted
17 Dec 2002
Accepted
06 Mar 2003
First published
27 Mar 2003

Org. Biomol. Chem., 2003,1, 1517-1521

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Synthesis of 1-alkynyl(diphenyl)onium salts of group 16 elements via heteroatom transfer reaction of 1-alkynyl(phenyl)-λ3-iodanes

M. Ochiai, T. Nagaoka, T. Sueda, J. Yan, D. Chen and K. Miyamoto, Org. Biomol. Chem., 2003, 1, 1517 DOI: 10.1039/B212512A

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