Literature DB >> 32748527

Intermolecular Alkene Difunctionalization via Gold-Catalyzed Oxyarylation.

Shuyao Zhang1, Chenhuan Wang1, Xiaohan Ye1, Xiaodong Shi1.   

Abstract

The gold-catalyzed intermolecular oxyarylation of alkenes is reported. This work employed the oxidative addition of aryl iodides to Me-DalphosAu+ for the formation of a AuIII -Ar intermediate. The better binding ability of alkenes over O nucleophiles ensured the success of intermolecular oxyarylation, giving desired products with a broad substrate scope and high efficiency (>50 examples with up to 95 % yield). One-pot converting of methoxy groups into other nucleophiles allowed achieving alkene difunctionalization with the construction of C-N, C-S, and C-C bonds under mild conditions.
© 2020 Wiley-VCH GmbH.

Entities:  

Keywords:  alkenes; gold redox catalysis; hemilabile (P,N) ligands; oxidative addition; oxyarylation

Year:  2020        PMID: 32748527     DOI: 10.1002/anie.202009636

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

1.  Chiral Hemilabile P,N-Ligand-Assisted Gold Redox Catalysis for Enantioselective Alkene Aminoarylation.

Authors:  Xiaohan Ye; Chenhuan Wang; Shuyao Zhang; Qi Tang; Lukasz Wojtas; Minyong Li; Xiaodong Shi
Journal:  Chemistry       Date:  2022-05-11       Impact factor: 5.020

2.  Hemilabile MIC^N ligands allow oxidant-free Au(i)/Au(iii) arylation-lactonization of γ-alkenoic acids.

Authors:  Pau Font; Hugo Valdés; Gregorio Guisado-Barrios; Xavi Ribas
Journal:  Chem Sci       Date:  2022-07-22       Impact factor: 9.969

3.  A Systematic Study of the Effects of Complex Structure on Aryl Iodide Oxidative Addition at Bipyridyl-Ligated Gold(I) Centers.

Authors:  Jamie A Cadge; John F Bower; Christopher A Russell
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-18       Impact factor: 16.823

  3 in total

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