512778-86-8

Upstream product

• 15084-51-2 4-tert-butylbenzenesulfonyl chloride 
• 578-66-5 8-amino quinoline 
• 88-74-4 2-nitro-aniline 
• 607-35-2 8-nitroquinoline 

Relevant academic research and scientific papers

Cobalt Catalyzed C-H and N-H Bond Annulation of Sulfonamide with Terminal and Internal Alkynes

Chelate assisted cobalt catalyzed C-H and N-H annulation of aryl sulfonamide with terminal and internal alkynes is reported. Very high regioselectivity and excellent functional group tolerance were achieved using oxygen as a co-oxidant. The reaction is scalable under mild conditions.

Cobalt catalyzed electrochemical [4 + 2] annulation for the synthesis of sultams

Cobalt catalyzed electrochemical [4 + 2] annulation of sulfonamides with alkynes is demonstrated in this work, which provided a practical and environmentally friendly way to synthesize structurally diverse sultams. Notably, by employing anodic oxidation in an undivided cell to recycle the cobalt catalyst, this electrochemical method avoided the utilization of stoichiometric amount of metallic oxidant, delivering H2 as the sole by-product. Moreover, this cobalt catalyzed electrochemical protocol proved to be practical and scalable. When the model reaction was scaled up to 5.0 mmol, 86% yield of product could still be obtained.

Metal-Binding Pharmacophore Library Yields the Discovery of a Glyoxalase 1 Inhibitor

Anxiety and depression are common, highly comorbid psychiatric diseases that account for a large proportion of worldwide medical disability. Glyoxalase 1 (GLO1) has been identified as a possible target for the treatment of anxiety and depression. GLO1 is a Zn2+-dependent enzyme that isomerizes a hemithioacetal, formed from glutathione and methylglyoxal, to a lactic acid thioester. To develop active inhibitors of GLO1, fragment-based drug discovery was used to identify fragments that could serve as core scaffolds for lead development. After screening a focused library of metal-binding pharmacophores, 8-(methylsulfonylamino)quinoline (8-MSQ) was identified as a hit. Through computational modeling and synthetic elaboration, a potent GLO1 inhibitor was developed with a novel sulfonamide core pharmacophore. A lead compound was demonstrated to penetrate the blood-brain barrier, elevate levels of methylglyoxal in the brain, and reduce depression-like behavior in mice. These findings provide the basis for GLO1 inhibitors to treat depression and related psychiatric illnesses.

Visible Light-Promoted Photocatalytic C-5 Carboxylation of 8-Aminoquinoline Amides and Sulfonamides via a Single Electron Transfer Pathway

An efficient photocatalytic method was developed for the remote C5-H bond carboxylation of 8-aminoquinoline amide and sulfonamide derivatives. This methodology uses in situ generated ?CBr3 radical as a carboxylation agent with alcohol and is further extended to a variety of arenes and heteroarenes to synthesize the desired carboxylated product in moderate-to-good yields. The reaction proceeding through a single electron transfer pathway was established by a control experiment, and a butylated hydroxytoluene-trapped aryl radical cation intermediate in high-resolution mass spectrometry was identified.

Rhodium(i)-catalyzed mono-selective C-H alkylation of benzenesulfonamides with terminal alkenes

The Rh(i)-catalyzed ortho-alkylation of benzenesulfonamides with alkenes with the aid of an 8-aminoquinoline directing group is reported. The reaction is applicable to a variety of benzenesulfonamide derivatives and various alkenes. Curiously, unactivated

Enhanced Performance of Organic/Inorganic Hybrid Nanomaterials bearing Impregnated [PdL2] Complexes as Counter-Electrode Catalyst for Dye-Sensitized Solar Cells

N-coordinate Pd2+ complexes [PdL2] (L: N-N-quinoline-8-yl-R-benzenesulfonamides) (6–10) and [PdL2] complexes assembled on multi-wall carbon nanotubes (MWCNTs) hybrid nanomaterials were fabricated and characterized by various techniques. The [PdL2] impregnated MWCNTs materials (11–15) were applied as a counter electrode (CE) catalyst for triiodide to iodide reduction reaction in the dye-sensitized solar cells (DSSC) and investigated electro-catalytic activities. The MWCNTs-supported [PdL2] CEs (11–15) are exhibits as Pt-free CE with good power conversion efficiencies (PCEs), and compared to platinum and bare MWCNTs CEs and the PCE of bare MWCNTs was clearly improved by means of [PdL2] complexes (6–10). The DSSCs based on the hybrid counter electrodes (CEs) (11–15) and bare MWCNTs are indicated a relative efficiency (?rel) of 64.27%, 54.07%, 53.75%, 51.52% 44.82% and 27.27% concerning a Pt CE control device set at 100%. The report emphasizes that [PdL2] impregnated MWCNTs type counter electrodes (CEs) (11–15) are promising as effectively catalyst in working device design, particularly taking into account the eco-friendly approach of the hybrids.

Performance improvement of RuII complexes pyridinyl backbone on dye-sensitized solar cells (DSSC)

Two new series of RuII complexes (6–10 bearing an imine bond and 16–20 bearing a sulfonamidate fragment) based 8-aminoquinoline backbone were prepared and characterized by NMR, FT-IR, elemental analysis, UV–vis, CV etc. and tested as a photoact

Aminoquinoline-directed, cobalt-catalyzed carbonylation of sulfonamide sp2 C-H bonds

We report a method for cobalt-catalyzed, aminoquinoline-directed sp2 C-H bond carbonylation of sulfonamides. The reactions proceed in a dichloroethane solvent, and employ diisopropyl azodicarboxylate as a carbon monoxide source, Mn(OAc)2/

Cobalt-catalyzed aryl C-H activation and highly regioselective intermolecular annulation of sulfonamides with allenes

Herein we describe a cobalt-catalyzed C-H activation of aryl and heteroaryl sulfonamides and their intermolecular heteroannulation reaction with allenes, providing a convergent strategy for the synthesis of biologically interesting heterocyclic scaffolds. Carbometallation of allenes proceeds selectively through a Co-alkenyl pathway for a wide range of electron-poor and electron-rich allenes.

Synthesis and characterization of half-sandwich ruthenium complexes containing aromatic sulfonamides bearing pyridinyl rings: Catalysts for transfer hydrogenation of acetophenone derivatives

N-(Quinoline-8-yl-aryl)benzenesulfonamides 1-6 were successfully synthesized by the reaction of 8-aminoquinoline and various benzenesulfonyl chlorides. Then, half-sandwich ruthenium complexes 7-12 were prepared from the reactions of 1-6 with [RuCl2(p-cymene)]2. The synthesized compounds were characterized by NMR and FTIR spectroscopy and elemental analysis, and compounds 8 and 9 were further analyzed by X-ray diffraction. The complexes were screened for their efficiency as catalysts in the transfer hydrogenation of acetophenone derivatives to phenylethanols in the presence of KOH with 2-propanol (as hydrogen source) at 82 °C, and they all showed good activity. Complexes 10 and 12 were the most active (turnover frequency values: 703 and 734 h-1, respectively). A series of new half-sandwich Ru II complexes containing sulfonamide ligands were synthesized and characterized by NMR and FTIR spectroscopy and elemental analysis, and two of the complexes were further analyzed by X-ray diffraction. We investigated the catalytic activity of these complexes in the transfer hydrogenation of a few acetophenone derivatives with the use of 2-propanol in the presence of base. Copyright