Literature DB >> 16018640

Indium triflate-catalyzed vinylation of beta-ketoesters with acetylene gas.

Masaharu Nakamura1, Kohei Endo, Eiichi Nakamura.   

Abstract

[reaction: see text]. An In(OTf)(3)-catalyzed addition of a beta-ketoester to acetylene in the presence of molecular sieves produces a alpha-vinylated ketoester in good to excellent yield. The vinylation reaction proceeds without any loss of elements in starting molecules under solvent-free conditions and allows the use of welding-grade acetylene, providing a practical method for synthetic utilization of acetylene gas.

Entities:  

Year:  2005        PMID: 16018640     DOI: 10.1021/ol051057z

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


  3 in total

1.  A Ruthenium-Catalyzed Coupling of Alkynes with 1,3-Diketones.

Authors:  Megan K Pennington-Boggio; Brian L Conley; Travis J Williams
Journal:  J Organomet Chem       Date:  2012-05-25       Impact factor: 2.369

2.  Palladium-Catalyzed Decarbonylative Dehydration for the Synthesis of α-Vinyl Carbonyl Compounds and Total Synthesis of (-)-Aspewentins A, B, and C.

Authors:  Yiyang Liu; Scott C Virgil; Robert H Grubbs; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-29       Impact factor: 15.336

3.  Catalytic asymmetric Nakamura reaction by gold(I)/chiral N,N'-dioxide-indium(III) or nickel(II) synergistic catalysis.

Authors:  Xinyue Hu; Xiaoxue Tang; Xiying Zhang; Lili Lin; Xiaoming Feng
Journal:  Nat Commun       Date:  2021-05-21       Impact factor: 14.919

  3 in total

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