Literature DB >> 23033155

General one-pot synthesis of alkynyliodonium salts and alkynyl benziodoxolones from aryl iodides.

Marinus J Bouma1, Berit Olofsson.   

Abstract

I: hyperfond of a triple bond! The first one-pot synthesis of alkynyl(aryl)iodonium salts directly from aryl iodides has been developed. The reaction is fast and high yielding, and can be extended to the synthesis of alkynyl benziodoxolones (see scheme). The developed methodology is expected to greatly facilitate the access to this interesting class of hypervalent iodine reagents, and many new application areas are foreseen.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 23033155     DOI: 10.1002/chem.201202977

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Light-Driven Intermolecular Charge Transfer Induced Reactivity of Ethynylbenziodoxol(on)e and Phenols.

Authors:  Bin Liu; Chern-Hooi Lim; Garret M Miyake
Journal:  J Am Chem Soc       Date:  2018-10-02       Impact factor: 15.419

2.  Synthesis of hypervalent iodonium alkynyl triflates for the application of generating cyanocarbenes.

Authors:  I F Dempsey Hyatt; Daniel J Nasrallah; Mitchell P Croatt
Journal:  J Vis Exp       Date:  2013-09-08       Impact factor: 1.355

3.  Fast and highly chemoselective alkynylation of thiols with hypervalent iodine reagents enabled through a low energy barrier concerted mechanism.

Authors:  Reto Frei; Matthew D Wodrich; Durga Prasad Hari; Pierre-Antoine Borin; Clément Chauvier; Jérôme Waser
Journal:  J Am Chem Soc       Date:  2014-11-13       Impact factor: 15.419

4.  DFT calculations on the mechanism of copper-catalysed tandem arylation-cyclisation reactions of alkynes and diaryliodonium salts.

Authors:  Tamás Károly Stenczel; Ádám Sinai; Zoltán Novák; András Stirling
Journal:  Beilstein J Org Chem       Date:  2018-07-12       Impact factor: 2.883

5.  Zinc-gold cooperative catalysis for the direct alkynylation of benzofurans.

Authors:  Yifan Li; Jérôme Waser
Journal:  Beilstein J Org Chem       Date:  2013-08-29       Impact factor: 2.883

  5 in total

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