Literature DB >> 31150253

Metal-Free Transfer Hydrobromination of C-C Triple Bonds.

Weiqiang Chen1, Martin Oestreich1.   

Abstract

A transfer hydrobromination of C-C triple bonds inititated by Brønsted acids is reported. Hydrogen bromide is released stepwise from a bench-stable cyclohexa-1,4-diene-based surrogate, generating biphenyl and ethylene as waste. A range of vinyl bromides was prepared from terminal and internal, mainly acceptor-substituted alkynes with good functional-group tolerance.

Entities:  

Year:  2019        PMID： 31150253     DOI： 10.1021/acs.orglett.9b01431

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Regio- and Stereoselective Synthesis of 1,2-Dihaloalkenes Using In-Situ-Generated ICl, IBr, BrCl, I2, and Br2.

Authors:  Xiaojun Zeng; Shiwen Liu; Yuhao Yang; Yi Yang; Gerald B Hammond; Bo Xu
Journal:  Chem       Date:  2020-04-09       Impact factor: 22.804

2.  Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes by Shuttle Catalysis.

Authors:  Peng Yu; Alessandro Bismuto; Bill Morandi
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-16       Impact factor: 15.336

3.  Photo-Induced Halogen-Atom Transfer: Generation of Halide Radicals for Selective Hydrohalogenation Reactions.

Authors:  Lilian Geniller; Marc Taillefer; Florian Jaroschik; Alexis Prieto
Journal:  Chemistry       Date:  2022-06-13       Impact factor: 5.020

4.  The Cyclohexa-2,5-dienyl Group as a Placeholder for Hydrogen: Organocatalytic Michael Addition of an Acetaldehyde Surrogate.

Authors:  Weiqiang Chen; Huaquan Fang; Kaixue Xie; Martin Oestreich
Journal:  Chemistry       Date:  2020-10-22       Impact factor: 5.236

5.  Decarbonylative Transfer Hydrochlorination of Alkenes and Alkynes Based on a B(C6 F5 )3 -Initiated Grob Fragmentation.

Authors:  Kaixue Xie; Martin Oestreich
Journal:  Angew Chem Int Ed Engl       Date:  2022-04-11       Impact factor: 16.823
  5 in total

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