855288-74-3Relevant articles and documents
Synthesis of Acyl Terphenyls and Higher Polyaromatics via Base-Promoted C-H Functionalization of Acetylarenes with Arylacetylenes
Schmidt, Elena Yu.,Ivanova, Elena V.,Tatarinova, Inna V.,Ushakov, Igor A.,Semenova, Nadezhda V.,Vashchenko, Alexander V.,Trofimov, Boris A.
, p. 2158 - 2161 (2016)
KOtBu/DMSO-promoted C-H functionalization of acetylarenes with arylacetylenes (100°C, 30 min), generating β,γ-ethylenic ketones, triggers upon further heating (100°C, 4 h, with or without acidifying additive) the cascade assembly of acyl terphenyls and higher polyaromatics in good yields.
Base-catalyzed cascade dimerization of γ-aryl-β,γ-enones into acylated terphenyls
Schmidt, Elena Yu.,Tatarinova, Inna V.,Ushakov, Igor A.,Trofimov, Boris A.
, p. 378 - 379 (2016/10/05)
4-Aryl-1-(het)arylbut-3-en-1-ones dimerize smoothly in the ButOK/DMSO superbase system at 100?°C for 4 h to afford acylated terphenyls in up to 79% yield. The dimerization is accompanied by elimination of the methylarene molecule.
Lewis acid-catalyzed [4 + 2] benzannulation between enynal units and enols or enol ethers: Novel synthetic tools for polysubstituted aromatic compounds including indole and benzofuran derivatives
Asao, Naoki,Aikawa, Haruo
, p. 5249 - 5253 (2007/10/03)
The reaction of enynals 1, including o-(alkynyl)benzaldehydes, and carbonyl compounds 2, such as aldehydes and ketones, in the presence of a catalytic amount of AuBr3 in 1,4-dioxane at 100 °C gave the functionalized aromatic compounds 3 in high yields. Similarly, the AuBr3-catalyzed reactions of 1 with acetal compounds 5 afforded the corresponding aromatic compounds 3 in good yields. On the other hand, when the reaction was carried out in the presence of a catalytic amount of Cu(NTf2)2 and 1 equiv of H2O in (CH2Cl)2 at 100 °C, the decarbonylated naphthalene products 4 were obtained selectively over 3. Benzofused heteroaromatic compounds, such as indole derivatives 13 and benzofuran derivatives 15, were also synthesized by using the present benzannulation methodology.