Literature DB >> 25216020

Room temperature alkynylation of H-phosphi(na)tes and secondary phosphine oxides with ethynylbenziodoxolone (EBX) reagents.

C Chun Chen1, Jerome Waser.   

Abstract

Highly efficient protocols for the alkynylation of H-phosphi(na)tes and secondary phosphine oxides with silyl, aryl and alkyl ethynyl-benziodoxolone (EBX) reagents are reported. Alkynyl phosphorus compounds were obtained in 69-93% yield without the need for a transition metal catalyst at room temperature under open flask conditions.

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Year:  2014        PMID： 25216020     DOI： 10.1039/c4cc06851c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  7 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.  Unconventional Reactivity of Ethynylbenziodoxolone Reagents and Thiols: Scope and Mechanism.

Authors:  Bin Liu; Juan V Alegre-Requena; Robert S Paton; Garret M Miyake
Journal:  Chemistry       Date:  2020-01-22       Impact factor: 5.236

3.  One-pot, three-component arylalkynyl sulfone synthesis.

Authors:  C Chun Chen; Jerome Waser
Journal:  Org Lett       Date:  2015-01-29       Impact factor: 6.005

4.  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

5.  Copper-catalyzed aminoalkynylation of alkenes with hypervalent iodine reagents.

Authors:  Kun Shen; Qiu Wang
Journal:  Chem Sci       Date:  2017-10-16       Impact factor: 9.825

6.  α-Diazo Sulfonium Triflates: Synthesis, Structure, and Application to the Synthesis of 1-(Dialkylamino)-1,2,3-triazoles.

Authors:  Xiangdong Li; Christopher Golz; Manuel Alcarazo
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-17       Impact factor: 15.336

7.  Explaining Regiodivergent Vinylations with Vinylbenziodoxolones.

Authors:  Ester M Di Tommaso; Per-Ola Norrby; Berit Olofsson
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-08       Impact factor: 16.823
  7 in total

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