58518-77-7Relevant articles and documents
Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts
Bouquin, Maxime,Jaroschik, Florian,Taillefer, Marc
supporting information, (2021/06/11)
A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.
Lewis Acid-Catalyzed Carbofunctionalization of Uncommon C, N-Diacyliminium Ions: Controlling Regio- And Enantioselectivity
Brasholz, Malte,Bresien, Jonas,Frahm, Mario,Gronbach, Lisa Marie,Michalik, Dirk,Villinger, Alexander,Voss, Alice
supporting information, p. 7834 - 7838 (2021/10/20)
The tricyclic azepino[1,2-a]indole acetates 7, readily accessible by visible-light-driven catalytic photooxygenation of cyclohepta[b]indoles 1, are convenient precursors to novel and uncommon cyclic C,N-diacyliminium ions 3. We report here the first Lewis
Defluorinative Ring-Opening Indolylation of Siloxydifluorocyclopropanes: Controlled Synthesis of α-Fluoro-β-Indolyl-Propanones for Carbazole Construction
Liu, Xiaowei,Du, Dongxu,Li, Shuting,Wang, Xin,Xu, Cong,Wang, Mang
supporting information, p. 5135 - 5140 (2020/10/12)
A catalytic defluorinative ring-opening indolylation of siloxydifluorocyclopropanes was reported. It was found that AgBF4-catalyzed reaction of siloxydifluorocyclopropanes with indoles could be controlled to deliver α-fluoro-β-indolyl-propanones within 1.5 hours at room temperature. Cyclization of these α-fluoroketone derivatives were then carried out in the presence of trifluoroacetic anhydride in toluene at room temperature. Carbazoles were formed efficiently via an intramolecularly nucleophilic addition of the in situ formed enamine intermediate to the keto carbonyl, followed by a sequential hydrolysis and eliminations of trifluoroacetic acid and hydrogen fluoride. (Figure presented.).