3574-02-5

Chemodivergent reactions of oximes and diazo esters involving Rh-catalyzed [3+2] annulation and photodriven O-H insertion have been developed to generate oxazoles and oxime ethers. A range of aldehyde and ketone oximes reacted with α-diazocarbonyl compounds in a controllable manner in which functional groups, including ketone, ester, amide, ether, thiol ether, silane, alkene, allene, and alkyne groups, were well tolerated.

A general method for visible light-induced copper-catalyzed arylation of sp2 C—H bonds of azoles has been developed. The method employs aryl halide as the coupling partner, lithium alkoxide as base. A variety of azoles including benzooxazole and benzothiazole can be arylated. Furthermore, electron-poor heterocycles such as thiophene possessing one electron-withdrawing group can also be arylated.

A radical cascade strategy for the modular synthesis of five-membered heteroarenes (e.g. oxazoles, imidazoles) from feedstock reagents (e.g. alcohols, amines, nitriles) has been developed. This double C-H oxidation is enabled by in situ generated imidate

The present invention relates to a novel compound and an organic electroluminescent device comprising the same. A compound according to the present invention is used for an organic layer, preferably a light emitting layer, a hole transporting layer, an electron transport layer, or an electron transport auxiliary layer of the organic electroluminescent device, thereby being able to improve luminous efficiency, driving voltage, lifespan and the like of the organic electroluminescent device.COPYRIGHT KIPO 2019

A molecular I2-promoted one-pot synthesis of 2-aryl benzoxazoles has been developed by using amidoximes rather than the limited 2-aminophenols or 2-haloamides as substrates. The amidoxime substrates provided unique and efficient strategies for converting readily available aniline and benzaldehyde precursors into valuable chemicals. This transformation proceeded smoothly under transition-metal-free conditions through a sequential oxidative cyclization and ring contraction, and provided a potential route for introducing certain groups at any site of the scaffold.

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Considering their growing attention in the field of medicinal chemistry and drug-discovery research, the facile and convenient approaches towards the preparation of 2-aryl benzoxazole derivatives have been described. The transformation is accomplished by using Fe(III)-catalyzed C-H activation of benzoxazoles with boronic acids to obtain a wide range of C2-arylated benzoxazoles in high yields. The developed method excludes the formation of self-coupling compounds as side products. On the other hand, the synthesis of the products is also achieved via a metal-free domino protocol by the reaction between 1-nitroso-2-naphthol and acetophenones using catalytic amounts of CBr 4 in the presence of Cs 2 CO 3 as base. The devised tandem method avoids the use of pre-activated α-haloketones as substrates. Due to their immense impact in marketed drugs and molecules under clinical trial, the described method can be a powerful tool for their synthesis which restricts the use of precious metals as catalyst.

The invention provides a preparation method of 2-substituted aryl oxazole. 2-substituted aryl oxazole compounds are prepared from phenol compounds and aldoxime ester compounds through a reaction. Thecorresponding 2-substituted aryl oxazole compounds can be prepared from the phenol compounds and the aldoxime esters by reacting in an organic solvent with catalysis of iron under mild conditions. Themethod has the advantages that reagents are economical and easily available, the application range of substrates is wide, the reaction conditions are mild, the operation is simple and the like.

An iron-catalyzed oxidative coupling/cyclization reaction for the synthesis of benzoxazoles at room temperature is reported. This reaction was enabled by an inexpensive iron(iii) catalyst by treating readily available phenol derivatives with benzoyl aldehyde oximes. Mechanistic studies show that benzoyl aldehyde oxime is not only used as a substrate, but also serves as an ancillary ligand to support the iron salt in the promotion of the transformation.

The invention relates to a preparing method of 2-substituted benzoxazole compounds. The compounds are obtained by reaction of products obtained by reaction of acyl chloride and o-nitrophenol or derivatives thereof under catalyzing of reducing agent ammonium formate, a solvent and palladium-containing agents. According to the method, the reaction condition is mild, environment is protected, raw materials are rich and easy to obtain, operation is easy, yield is high, and various kinds of performance are optimized.

The photophysical properties of 2-phenyl-naphtho[1,2-d][1,3]oxazole, 2(4-N,N-dimethylaminophenyl)naphtho[1,2-d][1,3]oxazole and 2(4-N,N- diphenylaminophenyl) naphtho[1,2-d][1,3]oxazole were studied in a series of solvents. UV-Vis absorption spectra are insensitive to solvent polarity whereas the fluorescence spectra in the same solvent set show an important solvatochromic effect leading to large Stokes shifts. Linear solvation energy relationships were employed to correlate the position of fluorescence spectra maxima with microscopic empirical solvent parameters. This study indicates that important intramolecular charge transfer takes place during the excitation process. In addition, an analysis of the solvatochromic behavior of the UV-Vis absorption and fluorescence spectra in terms of the Lippert-Mataga equation shows a large increase in the excited-state dipole moment, which is also compatible with the formation of an intramolecular charge-transfer excited state. We propose both naphthoxazole derivatives as suitable fluorescent probes to determine physicochemical microproperties in several systems and as dyes in dye lasers; consequence of their high fluorescence quantum yields in most solvents, their large molar absorption coefficients, with fluorescence lifetimes in the range 1-3 ns as well as their high photostability.

Reactions between 1-nitroso-2-naphthols and α-functionalized ketones such as α-bromo-, α-chloro-, α-mesyloxy-, α-tosyloxy-, and α-hydroxy ketones under basic conditions delivered 2-substituted naphtho[1,2-d][1,3]oxazoles in a single synthetic operation. T

Using CuBr2 as an additive, the Pd-catalyzed intermolecular C-H-C-H cross-coupling between benzoxazoles and unactivated simple arenes has been developed. This protocol provides a straightforward approach for the biological activity of 2-arylbenzoxazole derivatives.

(Chemical Equation Presented) No need for additives: A wide variety of functionalized 2-arylbenzoxazoles can be prepared with high functional-group tolerance and regioselectivity by a copper-catalyzed intramolecular oxidative C-O coupling of benzanilides. The catalytic cycle is completed by the regeneration of the copper catalyst using molecular oxygen as a terminal oxidant without the need for additives.

(Chemical Equation Presented) The photophysics and photochemistry of a series of naphthoxazinones have been studied using a combination of methods ranging from steady-state and time-resolved spectroscopic techniques to product analysis. The photophysics o

There are disclosed compound of Formula (1): A1, A2, A3 and A4 which may be the same or different, represent N or CR1, X is a divalent group selected from O, S(O)n, C=W, NR4, NC(=O)R5 and CR6R7, W is O, S, NR20, Y is N or CR8, one of R4, R5, R6, R8, R9 and NR20 represents - L -R3, in which L is a single bond or a linker group, additionally, R1, R3 - R9, which may be the same or different, independently represent hydrogen or a substituent and R20 represents hydrogen, hydroxyl, alkyl optionally substituted by aryl, alkoxy optionally substituted by aryl, aryl, CN, optionally substituted alkoxy, optionally substituted aryloxy, optionally substitute alkanoyl, optionally substituted aroyl, NO2, NR30R31, in which R30 and R31, which may be the same or different, represent hydrogen, optionally substituted alkyl or optionally substituted aryl; additionally, one of R30 and R31 may represent optionally substituted alkanoyl or optionally substituted aroyl, n represents an integer from 0 to 2, in addition, when an adjacent pair of A1 - A4 each represent CR1, then the adjacent carbon atoms, together with their substituents may form a ring B, when X is CR6R7, R6 and R7, together with the carbon atom to which they are attached may form a ring C, or a pharmaceutically acceptable salt thereof, in the manufacture of a medicament for the therapeutic and/or prophylactic treatment of Duchenne muscular dystrophy, Becker muscular dystrophy or cachexia.

1-Nitroso-2-naphthol and 2-nitroso-1-naphthol, both in the isonitroso form, react with benzyl bromides in THF and in the presence of triethylamine affording, in low yields, the corresponding O-benzyl oximes and 2-aryl naphthoxazoles in a 1:1 ratio, approximately. The structures of O-benzyl oximes and naphthoxazoles isolated have been determined by X-ray analysis.

A method that allows the synthesis of 4 different heterocyclic systems of fused aryl oxazoles, i.e., naphtho[1.2-d]. naphtho[2. 1-d]. naphtho[2.3-d]. and benzo[d]oxazoles in reasonable yield is described. This method consists of the decomposition of naphtho-and benzoxazinones with KOH.

Carbomethoxymethylene and carbethoxymethylene triphenylphosphoranes (Ia, b) react with 1,2-naphthoquinone-1-benzimide (8) to give the corresponding 1-benzoylimino-IH-naphthalen-2-ylidcne-acetic esters 9a,b and 2-(1-benzoylamino-naphthalen-2-yl)-but-2-ened

2-Aroyl-aziridines react with a variety of multiple bonds under microwave irradiation in an Erlenmeyer flask at ambient pressure to give the corresponding cycloadducts in high yields within few minutes.