1386987-31-0Relevant academic research and scientific papers
Selective Synthesis of Phenanthrenes and Dihydrophenanthrenes via Gold-Catalyzed Cycloisomerization of Biphenyl Embedded Trienynes
Milián, Ana,Garciá-Garciá, Patricia,Pérez-Redondo, Adrián,Sanz, Roberto,Vaquero, Juan J.,Fernández-Rodríguez, Manuel A.
, p. 8464 - 8469 (2020)
Readily available o′-alkenyl-o-alkynylbiaryls, a particular type of 1,7-enynes, undergo a selective cycloisomerization reaction in the presence of a gold(I) catalyst to give interesting phenanthrene and dihydrophenanthrene derivatives in high yields. The solvent used provokes a switch in the evolution of the gold intermediate and plays a key role in the reaction outcome.
Alumina-Mediated π-Activation of Alkynes
Akhmetov, Vladimir,Amsharov, Konstantin,Feofanov, Mikhail,Sharapa, Dmitry I.
supporting information, p. 15420 - 15426 (2021/09/30)
The ability to induce powerful atom-economic transformation of alkynes is the key feature of carbophilic π-Lewis acids such as gold- and platinum-based catalysts. The unique catalytic activity of these compounds in electrophilic activations of alkynes is explained through relativistic effects, enabling efficient orbital overlapping with π-systems. For this reason, it is believed that noble metals are indispensable components in the catalysis of such reactions. In this study, we report that thermally activated γ-Al2O3activates enynes, diynes, and arene-ynes in a manner enabling reactions that were typically assigned to the softest π-Lewis acids, while some were known to be triggered exclusively by gold catalysts. We demonstrate the scope of these transformations and suggest a qualitative explanation of this phenomenon based on the Dewar-Chatt-Duncanson model confirmed by density functional theory calculations.
Metal-Free Aminoiodination of Alkynes Under Visible Light Irradiation for the Construction of a Nitrogen-Containing Eight-Membered Ring System
Kanyiva, Kyalo Stephen,Marina, Tane,Nishibe, Shun,Shibata, Takanori
supporting information, p. 2746 - 2751 (2021/04/05)
A method for the synthesis of dihydrodibenzo[c,e]azocine derivatives via a regioselective intramolecular aminoiodination of alkynes under visible light irradiation has been developed. This protocol uses a combination of iodine and hypervalent iodine to re
Iron-catalyzed tandem carbon-carbon/carbon-oxygen bond formation/aromatization of 2′-alkynyl-biphenyl-2-carbinols: A new approach to the synthesis of substituted phenanthrenes
Bera, Krishnendu,Sarkar, Soumen,Jana, Umasish
supporting information, p. 312 - 315 (2015/03/05)
An iron-catalyzed efficient synthesis of substituted phenanthrenes through tandem intramolecular C-C/C-O bond formations/aromatization of 2′-alkynyl-biphenyl-2-carbinols is reported. This method provides a novel, highly efficient, and straightforward rout
Synthesis of substituted phenanthrene by iron(III)-catalyzed intramolecular alkyne-carbonyl metathesis
Bera, Krishnendu,Sarkar, Soumen,Jalal, Swapnadeep,Jana, Umasish
, p. 8780 - 8786 (2012/11/07)
An efficient synthesis of functionalized phenanthrenes has been developed for the first time involving an iron(III)-catalyzed intramolecular coupling of 2′-alkynyl-biphenyl-2-carbaldehydes. A broad range of functionalized phenanthrene derivatives could be
