1244030-63-4Relevant academic research and scientific papers
Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio-and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides
Shabalin, Dmitrii A.,Ivanova, Elena V.,Ushakov, Igor' A.,Schmidt, Elena Yu.,Trofimov, Boris A.
, p. 8429 - 8436 (2020/07/16)
Highly arylated α-alkenyl-β-diketones are synthesized via a two-step sequence consisting of (i) potassium tert-butoxide/DMSO-catalyzed (E)-stereoselective C-H functionalization of ketones with acetylenes followed by (ii) magnesium bromide etherate/DIPEA-soft enolization of the formed β,γ-unsaturated ketones and regioselective acylation with acyl chlorides. The method is compatible with a broad range of substrates and shown to be applicable as an intermediate stage in the construction of polyarylated heterocycles.
Base-catalyzed stereoselective vinylation of ketones with arylacetylenes: A new C(sp3)-C(sp2) bond-forming reaction
Trofimov, Boris A.,Schmidt, Elena Yu,Ushakov, IgoR'A,Zorina, Nadezhda V.,Skital'Tseva, Elena V.,Protsuk, Nadezhda I.,Mikhaleva, AL'Bina I.
supporting information; experimental part, p. 8516 - 8521 (2010/09/05)
Alkylaryl- and alkylheteroarylketones, including those with condensed aromatic moieties, are readily vinylated with arylacetylenes (KOH/DMSO, 100°C, 1 h) to give regio- and stereoselectively the (E)-β-γ- ethylenic ketones ((E)-3-buten-1-ones) in 61-84% yi
