64678-66-6

Upstream product

• 5798-75-4 Ethyl 4-bromobenzoate 
• 62-53-3 aniline 
• 586-96-9 Nitrosobenzene 
• 571903-64-5 4-(ethoxycarbonyl)phenylmagnesium chloride 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 94-09-7 p-aminoethylbenzoate 
• 64-17-5 ethanol 
• 17040-20-9 4-phenylaminobenzoic acid 
• 108-90-7 chlorobenzene 
• 1198183-95-7 phenyl 1H-imidazole-1-sulfonate 
• 99-77-4 ethyl 4-nitrobenzoate 
• 108-94-1 cyclohexanone 
• 17159-79-4 ethyl 4-oxocyclohexane-1-carboxylate 
• 98-95-3 nitrobenzene 

Downstream Products

• 143667-39-4 4-anilino-benzoic acid hydrazide 
• 17040-20-9 4-phenylaminobenzoic acid 

Relevant academic research and scientific papers

A new copper complex on graphene oxide: A heterogeneous catalyst for N-arylation and C-H activation

Graphene oxide supported Cu (II) ligand complex (GO?AP/L-Cu) has been synthesized and characterized by FT-IR, Raman, PXRD, UV–Visible, TGA, XPS, FESEM, TEM, EDAX, Elemental mapping, BET, CHNS and AAS analysis. The complex has been found to be efficient and reusable heterogeneous catalyst for the N-arylation and C-H activation reactions, both the catalytic reactions were found to be simple, cleaner and give high yields (~ 90%) of product. The catalyst can be easily filtered out from the reaction mixture and reused up to four times without significant loss of catalytic activity. The reported method is economical and novel in the sense that aqueous medium was used for both the reactions and for the stability of the catalyst. All isolated organic products were fully characterized on the basis of their physical and spectral data.

SEROTONIN 5-HT2B INHIBITORY COMPOUNDS

The compounds of the invention, as described herein, are novel serotonin 5-HT2B antagonists useful for the treatment of myxomatous mitral valve degeneration (MMVD), congestive heart failure (CHF), and/or asymptomatic heart failure in animals, preferably c

Palladium-Catalyzed Amidation and Amination of (Hetero)aryl Chlorides under Homogeneous Conditions Enabled by a Soluble DBU/NaTFA Dual-Base System

The palladium-catalyzed coupling of aryl and heteroaryl chlorides with primary amides under mild homogeneous reaction conditions is reported. Successful C-N coupling is enabled by the use of a unique "dual-base" system consisting of DBU and NaTFA, which serve as proton acceptor and halide scavenger, respectively, using low catalyst loadings (0.5 mol %) with readily available, air-stable palladium precatalysts. The DBU/NaTFA system also enables the room-temperature coupling of primary aryl amines with aryl chlorides and is tolerant of a variety of base-sensitive functional groups.

REAGENTS FOR FLUOROSULFATING ALCOHOLS OR AMINES

Disclosed herein are compounds of formula Ar—N(SO2F)2, wherein Ar is selected from an optionally substituted aryl, an optionally substituted five-membered heteroaryl, or an optionally substituted six-membered heteroaryl. Also disclosed are methods of synthesizing the above compounds by reacting a compound of formula Ar—NH—R9 with MN(SO2F)2.

Introduction of a Crystalline, Shelf-Stable Reagent for the Synthesis of Sulfur(VI) Fluorides

The design, synthesis, and application of [4-(acetylamino)phenyl]imidodisulfuryl difluoride (AISF), a shelf-stable, crystalline reagent for the synthesis of sulfur(VI) fluorides, is described. The utility of AISF is demonstrated in the synthesis of a diverse array of aryl fluorosulfates and sulfamoyl fluorides under mild conditions. Additionally, a single-step preparation of AISF was developed that installed the bis(fluorosulfonyl)imide group on acetanilide utilizing an oxidative C-H functionalization protocol.

Synthesis of Arylamines via Non-Aerobic Dehydrogenation Using a Palladium/Carbon-Ethylene System

The reaction of cyclohexanones with amines proceeded under an ethylene atmosphere in the presence of a catalytic amount of palladium/carbon to afford a variety of arylamines in good to high yields. The present reaction was carried out under completely non-aerobic conditions, and which is in contrast with the previously reported aerobic system. has wide applicability affording a variety of aromatic amines, and co-product of the reaction is only gaseous ethane. Thus, this method is environmentally friendly. This protocol was applied intramolecularly to provide a novel method for the construction of quinoline and isoquinoline compounds. (Figure presented.).

Versatile routes for synthesis of diarylamines through acceptorless dehydrogenative aromatization catalysis over supported gold-palladium bimetallic nanoparticles

Diarylamines are an important class of widely utilized chemicals, and development of diverse procedures for their synthesis is of great importance. Herein, we have successfully developed novel versatile catalytic procedures for the synthesis of diarylamines through acceptorless dehydrogenative aromatization. In the presence of a gold-palladium alloy nanoparticle catalyst (Au-Pd/TiO2), various symmetrically substituted diarylamines could be synthesized starting from cyclohexylamines. The observed catalysis of Au-Pd/TiO2 was heterogeneous in nature and Au-Pd/TiO2 could be reused several times without severe loss of catalytic performance. This transformation needs no oxidants and generates molecular hydrogen (three equivalents with respect to cyclohexylamines) and ammonia as the side products. These features highlight the environmentally benign nature of the present transformation. Furthermore, in the presence of Au-Pd/TiO2, various kinds of structurally diverse unsymmetrically substituted diarylamines could successfully be synthesized starting from various combinations of substrates such as (i) anilines and cyclohexanones, (ii) cyclohexylamines and cyclohexanones, and (iii) nitrobenzenes and cyclohexanols. The role of the catalyst and the reaction pathways were investigated in detail for the transformation of cyclohexylamines. The catalytic performance was strongly influenced by the nature of the catalyst. In the presence of a supported gold nanoparticle catalyst (Au/TiO2), the desired diarylamines were hardly produced. Although a supported palladium nanoparticle catalyst (Pd/TiO2) gave the desired diarylamines, the catalytic activity was inferior to that of Au-Pd/TiO2. Moreover, the activity of Au-Pd/TiO2 was superior to that of a physical mixture of Au/TiO2 and Pd/TiO2. The present Au-Pd/TiO2-catalyzed transformation of cyclohexylamines proceeds through complex pathways comprising amine dehydrogenation, imine disproportionation, and condensation reactions. The amine dehydrogenation and imine disproportionation reactions are effectively promoted by palladium (not by gold), and the intrinsic catalytic performance of palladium is significantly improved by alloying with gold. One possible explanation of the alloying effect is the formation of electron-poor palladium species that can effectively promote the β-H elimination step in the rate-limiting amine dehydrogenation.

Organometallic Complex, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device

An object is to provide a novel organometallic complex. Another object is to provide an organometallic complex exhibiting green to blue phosphorescence. Another object is to provide an organometallic complex having deep HOMO and exhibiting green to blue phosphorescence. Another object is to provide a light-emitting element with high emission efficiency. Another object is to provide a light-emitting element exhibiting green to blue phosphorescence and having low drive voltage. To provide an organometallic complex which includes a 1,2,4-triazole skeleton and in which an N-carbazolyl group is bonded to the 3-position of the 1,2,4-triazole skeleton via a phenylene group, a phenyl group is bonded to the 4-position of the 1,2,4-triazole skeleton, the 2-position of the 1,2,4-triazole skeleton coordinates to iridium, and the phenylene group is bonded to the iridium. To provide a light-emitting element including the organometallic complex as an emission center.

Palladium- and Nickel-Catalyzed Amination of Aryl Fluorosulfonates

Examples of the palladium- and nickel-catalyzed amination of aryl fluorosulfonates with aromatic and alkyl amines are described. Aniline is coupled to a diverse series of aryl fluorosulfonates catalyzed by the combination of CpPd(cinammyl) and Xantphos, and the relative reactivity of aryl fluorosulfonates to undergo Pd-catalyzed amination was compared with other common aryl electrophiles. In addition, we report the direct amination of a phenol by in situ formation of an aryl fluorosulfonate by reaction with sulfuryl fluoride and base followed by subsequent amination to form a new C-N bond. Finally, we report examples of the nickel-catalyzed amination of aryl fluorosulfonates catalyzed by the combination of Ni(COD)2 and DPPF in the presence of MeCN. The high reactivity of the aryl fluorosulfonate electrophile with generic palladium and nickel catalyst systems, combined with its simple preparation from sulfuryl fluoride will enable commercial amination reactions of abundant phenolic raw materials.

METHOD FOR COUPLING A FLUOROSULFONATE COMPOUND WITH AN AMINE COMPOUND

The present disclosure describes a method of coupling a first compound to a second compound, the method comprising: providing the first compound having a fluorosulfonate substituent; providing the second compound comprising an amine; and reacting the first compound and the second compound in a reaction mixture, the reaction mixture including a catalyst having at least one group 10 atom, the reaction mixture under conditions effective to couple the first compound to the second compound. The present disclosure further describes a one-pot method for coupling a first compound to a second compound.