330792-75-1

Usage

Uses

Used in Pharmaceutical Industry:
N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is used as a key intermediate in the synthesis of complex organic molecules for pharmaceutical applications. Its boron-containing structure facilitates the formation of stable complexes, which is crucial for the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical sector, N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is utilized as a building block for the creation of novel agrochemicals. Its ability to form stable complexes with other organic molecules aids in the development of more effective and targeted pesticides and other agricultural chemicals.
Used in Materials Science:
N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is employed as a precursor in the synthesis of advanced materials with unique properties. Its boron-containing structure allows for the formation of stable complexes, which can be leveraged to create materials with enhanced performance characteristics.
Used in Suzuki-Miyaura Coupling Reactions:
N-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline plays a significant role in Suzuki-Miyaura coupling reactions, a widely used method for the synthesis of complex organic molecules. As a boronic acid derivative, it readily participates in these cross-coupling reactions, enabling the formation of carbon-carbon bonds and the construction of diverse molecular architectures.

Upstream product

• 54446-36-5 4-bromodiphenylamine 
• 73183-34-3 bis(pinacol)diborane 
• 3586-00-3 4-(dimethylamino)-N-phenylaniline 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 214360-73-3 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline 
• 171364-83-3 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 
• 98-80-6 phenylboronic acid 
• 945-51-7 1,1'-sulfinylbisbenzene 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation

Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.

Organocatalytic Direct Asymmetric Indolization from Anilines by Enantioselective [3 + 2] Annulation

We report the efficient syntheses of chiral tetrahydroindole pyrazolinones by the asymmetric [3 + 2] cascade cyclizations (indolizations) of simple aniline derivatives with pyrazolinone ketimines as 2C synthons. The chiral phosphoric-acid-catalyzed system uses a concerted π-πinteraction/dual H-bond control strategy to catalytically direct the asymmetric aniline, which undergoes a highly chemo-, regio-, and enantioselective [3 + 2] cascade annulation, furnishing a series of optically active tetra-hydroindole pyrazolinones with two contiguous chiral aza-quaternary carbon centers in excellent yields with excellent enantioselectivities. This method features a relatively broad substrate scope for amines and 2-naphthylamines and highlights the emerging value of direct chiral indolizations from simple amine sources in organic synthesis.

Organic electroluminescent material and device thereof

Disclosed are an organic electroluminescent material and a device thereof. The organic electroluminescent material is a triaryl amine-carbazole quinazoline compound substituted by a novel fluorenyl group and an analogue structural unit thereof. The compound is used as a host material in an electroluminescent device and provides a better device performance.

PEt3-mediated deoxygenative C–N coupling of nitroarenes and boronic acids

A method for the preparation of aryl- and heteroarylamine products by triethylphosphine-mediated deoxygenative coupling of nitroarenes and boronic acids is reported. This method provides access to an array of functionalized (hetero)arylamine products from readily available starting materials under the action of an inexpensive commercial reagent. The developed triethylphosphine-mediated transformation highlights the capability of organophosphorus compounds to carry out this useful deoxygenative transformation without the necessity of any transition metal additives.

Intermolecular Reductive C-N Cross Coupling of Nitroarenes and Boronic Acids by PIII/PV=O Catalysis

A main group-catalyzed method for the synthesis of aryl- and heteroarylamines by intermolecular C-N coupling is reported. The method employs a small-ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane) and a terminal hydrosilane reductant (phenylsilane) to drive reductive intermolecular coupling of nitro(hetero)arenes with boronic acids. Applications to the construction of both Csp2-N (from arylboronic acids) and Csp3-N bonds (from alkylboronic acids) are demonstrated; the reaction is stereospecific with respect to Csp3-N bond formation. The method constitutes a new route from readily available building blocks to valuable nitrogen-containing products with complementarity in both scope and chemoselectivity to existing catalytic C-N coupling methods.

Palladium-catalyzed amination of aryl sulfoxides

Amination of diaryl sulfoxides with anilines and alkylamines has been accomplished under palladium/N-heterocyclic carbene (NHC) catalysis. Owing to its electron deficiency, the leaving arenesulfenate anion would be smoothly released from the palladium center to result in uneventful catalyst turnover under milder reaction conditions in comparison with previous C-S bond amination reactions. This amination accommodated a wider range of functional groups such as silyl, boryl, methylsulfanyl, and halogen moieties. Regioselective amination of unsymmetrical diaryl sulfoxides was also executed by means of steric bias.

Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through C-H Activation and Orthogonal Reactivity

(Pinacolato)boryl ortho-silyl(hetero)aryl triflates are presented as a new class of building blocks for arylation. They demonstrate unique versatility by delivering boronate or (hetero)aryne reactivity chemoselectively in a broad range of transformations. This approach enables the unprecedented postfunctionalization of fluoride-activated (hetero)aryne precursors, for example, as substrates in transition-metal catalysis, and offers valuable new possibilities for aryl boronate postfunctionalization without the use of specialized protecting groups. Ready for a complete makeover: As building blocks for arylation, (pinacolato)boryl ortho-silyl (hetero)aryl triflates (see structure; X=C, N) showed unique versatility by reacting chemoselectively as boronates or (hetero)arynes in a broad range of transformations. This approach offers valuable possibilities for the functionalization of both aryne precursors and aryl boronates without the use of specialized protecting groups.

INHIBITORS OF MONOACYLGLYCEROL LIPASE AND METHODS OF THEIR USE

Provided herein are compounds which mediate the activity of monoacyglycerol lipase (MAGL). Also provided are pharmaceutical compositions comprising a compound provided herein, and methods for treating, preventing and/or managing a MAGL mediated condition using a compound or pharmaceutical composition as provided herein.

SUBSTITUTED IMIDAZOPYR- AND IMIDAZOTRI-AZINES

Fused pyridine-based bicyclic compounds having the structure of Formula I, as defined herein, pharmaceutically acceptable salts thereof, preparation, compositions, and disease treatment therewith. This abstract does not define or limit the invention.