128742-76-7Relevant articles and documents
Sequential friedel-crafts-type α-amidoalkylation/intramolecular hydroarylation: Distinct advantage of combined Tf2NH/cationic LAu(I) as a consecutive or binary bicatalytic system
Boiaryna, Liliana,Azizi, Mohamed Salah,El Bouakher, Abderrahman,Picard, Baptiste,Taillier, Catherine,Othman, Mohamed,Trabelsi-Ayadi, Malika,Dalla, Vincent
, p. 2130 - 2133 (2015)
The combined use of Tf2NH and L(Au)+X- as a dual or binary catalytic system clearly improves the efficiency and enlarges the scope of the tandem intermolecular Friedel-Crafts α-amidoalkylation/intramolecular hydroarylation
Regioselective 2-alkylation of indoles with α-bromo esters catalyzed by Pd/P,P=O system
Tian, Wei,Li, Bowen,Tian, Duanshuai,Tang, Wenjun
supporting information, p. 197 - 200 (2021/08/13)
A palladium-catalyzed 2-alkylation of indoles with α-bromo esters is developed by employing a P,P=O ligand. The method features excellent regioselectivities, mild reaction conditions, and good functional group compatibility. The employment of the P,P=O ligand as well as 4? molecular sieves were crucial for the success of the transformation. Mechanistic studies indicate the reaction proceed through a radical pathway.
Structure-Based Design of Dual Partial Peroxisome Proliferator-Activated Receptor γagonists/Soluble Epoxide Hydrolase Inhibitors
Lillich, Felix F.,Willems, Sabine,Ni, Xiaomin,Kilu, Whitney,Borkowsky, Carmen,Brodsky, Mirko,Kramer, Jan S.,Brunst, Steffen,Hernandez-Olmos, Victor,Heering, Jan,Schierle, Simone,Kestner, Roxane-I.,Mayser, Franziska M.,Helmst?dter, Moritz,G?bel, Tamara,Weizel, Lilia,Namgaladze, Dmitry,Kaiser, Astrid,Steinhilber, Dieter,Pfeilschifter, Waltraud,Kahnt, Astrid S.,Proschak, Anna,Chaikuad, Apirat,Knapp, Stefan,Merk, Daniel,Proschak, Ewgenij
supporting information, p. 17259 - 17276 (2021/12/09)
Polypharmaceutical regimens often impair treatment of patients with metabolic syndrome (MetS), a complex disease cluster, including obesity, hypertension, heart disease, and type II diabetes. Simultaneous targeting of soluble epoxide hydrolase (sEH) and p
Identification of a dual acting SARS-CoV-2 proteases inhibitor through in silico design and step-by-step biological characterization
Andrei, Graciela,Bertamino, Alessia,Bifulco, Giuseppe,Campiglia, Pietro,Ciaglia, Tania,Di Matteo, Francesca,Di Sarno, Veronica,Gomez-Monterrey, Isabel M.,Lauro, Gianluigi,Moltedo, Ornella,Musella, Simona,Novi, Sara,Ostacolo, Carmine,Sala, Marina,Scala, Maria Carmina,Smaldone, Gerardina,Snoeck, Robert,Tecce, Mario Felice,Vestuto, Vincenzo
, (2021/09/28)
COVID-19 pandemic, starting from the latest 2019, and caused by SARS-CoV-2 pathogen, led to the hardest health-socio-economic disaster in the last century. Despite the tremendous scientific efforts, mainly focused on the development of vaccines, identification of potent and efficient anti-SARS-CoV-2 therapeutics still represents an unmet need. Remdesivir, an anti-Ebola drug selected from a repurposing campaign, is the only drug approved, so far, for the treatment of the infection. Nevertheless, WHO in later 2020 has recommended against its use in COVID-19. In the present paper, we describe a step-by-step in silico design of a small library of compounds as main protease (Mpro) inhibitors. All the molecules were screened by an enzymatic assay on Mpro and, then, cellular activity was evaluated using Vero cells viral infection model. The cellular screening disclosed compounds 29 and 34 as in-vitro SARS-CoV-2 replication inhibitors at non-toxic concentrations (0.32 50 pro) and spike protein (SP) as potential targets for the synthesized molecules. This pharmacological workflow allowed the identification of compound 29, as a dual acting SARS-CoV-2 proteases inhibitor featuring micromolar inhibitory potency versus Mpro (IC50 = 1.72 μM) and submicromolar potency versus PLpro (IC50 = 0.67 μM), and of compound 34 as a selective SP inhibitor (IC50 = 3.26 μM).
Tandem iridium-catalyzed decarbonylative c-h activation of indole: Sacrificial electron-rich ketone-assisted bis-arylsulfenylation
Kathiravan, Subban,Anaspure, Prasad,Zhang, Tianshu,Nicholls, Ian A.
supporting information, p. 3331 - 3336 (2021/05/29)
Described herein is a decarbonylative tandem C-H bis-arylsulfenylation of indole at the C2 and C4 C-H bonds through the use of pentamethylcyclopentadienyl iridium dichloride dimer ([Cp?IrCl2]2) catalyst and disulfides. A new sacrificial electron-rich adamantoyl-directing group facilitates indole C-H bis-functionalization with a traceless in situ removal. Various differently substituted disulfides can be easily accommodated in this reaction by a coordination to Ir(III) through the formation of six- and five-membered iridacycles at the C2 and C4 positions, respectively. Mechanistic studies show that a C-H activation-induced C-C activation is involved in the catalytic cycle.
Rhodium-Catalyzed Deoxygenation and Borylation of Ketones: A Combined Experimental and Theoretical Investigation
Tao, Lei,Guo, Xueying,Li, Jie,Li, Ruoling,Lin, Zhenyang,Zhao, Wanxiang
supporting information, p. 18118 - 18127 (2020/11/26)
The rhodium-catalyzed deoxygenation and borylation of ketones with B2pin2 have been developed, leading to efficient formation of alkenes, vinylboronates, and vinyldiboronates. These reactions feature mild reaction conditions, a broad substrate scope, and excellent functional-group compatibility. Mechanistic studies support that the ketones initially undergo a Rh-catalyzed deoxygenation to give alkenes via boron enolate intermediates, and the subsequent Rh-catalyzed dehydrogenative borylation of alkenes leads to the formation of vinylboronates and diboration products, which is also supported by density functional theory calculations.
Catalytic Aerobic Dehydrogenatin of N-Heterocycles by N-Hydoxyphthalimide
Chen, Weidong,Tang, Hao,Wang, Weilin,Fu, Qiang,Luo, Junfei
supporting information, p. 3905 - 3911 (2020/08/10)
Catalytic methods for the aerobic dehydrogenation of N-heterocycles are reported. In most cases, indoles are accessed efficiently from indolines using catalytic N-hydroxyphthalimide (NHPI) as the sole additive under air. Further studies revealed an improved catalytic system of NHPI and copper for the preparation of other heteroaromatics, for example quinolines. (Figure presented.).
Method for preparing indole compound through air oxidation catalyzed by N-hydroxyphthalimide
-
Paragraph 0056-0058, (2020/11/23)
The invention discloses a method for preparing an indole compound through non-transition metal catalyzed air oxidation. According to the method, the low-cost N-hydroxyphthalimide is used as a catalystand air is used as an oxidizing agent, wherein indoline compounds are oxidized in an organic solvent, and synthesis of the indoline compounds is achieved. The method has the advantages of simple reaction operation, low reaction cost, high yield, mild conditions, no heavy metal pollution and the like.
Electrosynthesis of Dihydropyrano[4,3-b]indoles Based on a Double Oxidative [3+3] Cycloaddition
Choi, Subin,Park, Cheol-Min,Park, Jinhwi,Sim, Jeongwoo,Yu, Eunsoo
, p. 11886 - 11891 (2020/05/22)
Oxidative [3+3] cycloadditions offer an efficient route for six-membered-ring formation. This approach has been realized based on an electrochemical oxidative coupling of indoles/enamines with active methylene compounds followed by tandem 6π-electrocyclization leading to the synthesis of dihydropyrano[4,3-b]indoles and 2,3-dihydrofurans. The radical–radical cross-coupling of the radical species generated by anodic oxidation combined with the cathodic generation of the base from O2 allows for mild reaction conditions for the synthesis of structurally complex heterocycles.
Isodesmic C-H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis
Rochette, étienne,Desrosiers, Vincent,Soltani, Yashar,Fontaine, Frédéric-Georges
supporting information, p. 12305 - 12311 (2019/08/20)
The potential advantages of using arylboronic esters as boron sources in C-H borylation are discussed. The concept is showcased using commercially available 2-mercaptopyridine as a metal-free catalyst for the transfer borylation of heteroarenes using arylboronates as borylation agents. The catalysis shows a unique functional group tolerance among C-H borylation reactions, tolerating notably terminal alkene and alkyne functional groups. The mechanistic investigation is also described.
