16155-97-8

Upstream product

• 62143-81-1 4-chloro-N-(2-hydroxy-4-methylphenyl)benzamide 
• 37056-74-9 (Z)-1-(4-chlorophenyl)-N-(p-tolyl)methanimine oxide 
• 122-01-0 4-chloro-benzoyl chloride 
• 10531-80-3 6-methyl-1,3-benzoxazole 
• 299954-67-9 C₁₄H₁₁BrClNO 
• 583-68-6 2-bromo-p-toluidine 
• 700-38-9 2-nitro-5-methylphenol 
• 6212-33-5 2-(4-Chlorophenyl)glycine 
• 898289-34-4 C₁₄H₁₂ClNO 
• 104-88-1 4-chlorobenzaldehyde 
• 2835-98-5 2-Hydroxy-4-methylanilin 
• 959229-32-4 C₁₄H₁₁ClINO 
• 74-11-3 para-chlorobenzoic acid 

Downstream Products

• 16177-95-0 2-(4-chloro-phenyl)-6-(4-methoxy-trans-styryl)-benzooxazole 

Relevant academic research and scientific papers

Diphosphorus tetraiodide (P2I4): An efficient catalyst for synthesis of 2-Aryl-1,3-benzazoles via cyclocondensation of o-Amino/Mercaptan/Hydroxy anilines with aryl acids

An efficient and versatile approach for the synthesis of 2-substituted 1,3-benzazoles has been developed via diphosphorus tetraiodide (P2I4) catalyzed condensation reaction of ortho-substituted anilines (–NH2, –SH and –OH) with various aromatic acids to give benzimidazoles, benzothiazoles and benzoxazoles in excellent yields. Additionally, the synthetic approach reported herein has advantages such as mild reaction conditions, broad substrate scopes as well as simple one-pot operation, common for all the three 1,3-benzazoles, which makes this strategy highly attractive.

Unexpected Decarboxylation-Triggered o-Hydroxyl-Controlled Redox Condensation of Phenylglycines with 2-Nitrophenols in Aqueous Media

A decarboxylation-triggered and o-hydroxyl-controlled hydrogen-transfer strategy for the one-pot synthesis of benzoxazoles from readily available amino acids and 2-nitrophenols is reported. On the basis of this autoredox reaction, the C?N bond can be efficiently constructed to afford the desired products in moderate to good yields under transition-metal-free conditions in aqueous media. (Figure presented.).

Ligand-promoted, copper nanoparticles catalyzed one-pot synthesis of substituted benzoxazoles from 2-bromoanilines and acyl chlorides

A facile, highly efficient, and practical one-pot synthetic strategy for benzoxazoles was developed by using copper nanoparticles as a catalyst with o-bromoanilines and acyl chlorides as starting materials. With the promotion of 1,10-phenanthroline ligand, the copper nanoparticles catalyst showed highly catalytic activity under mild conditions. This methodology is tolerant of a wide variety of functional groups and gives good to excellent yields in most examples. Furthermore, the solid catalyst could be recovered and reused conveniently several times with satisfactory yields.

Magnetically recoverable and reusable CuFe2O4 nanoparticle-catalyzed synthesis of benzoxazoles, benzothiazoles and benzimidazoles using dioxygen as oxidant

A green and efficient strategy for the synthesis of benzoxazoles, benzothiazoles and benzimidazoles has been developed by using inexpensive, readily available, dioxygen-stable and recyclable CuFe2O4 as the nanocatalyst, and o-substituted aminobenzene and various aldehydes as the starting materials. The CuFe2O4 nanoparticles are dioxygen insensitive and easily recoverable with an external magnet from the reaction medium. The catalyst can be reused ten times without significant loss of catalytic activity. This journal is the Partner Organisations 2014.

Mesoporous poly(melamine-formaldehyde): A green and recyclable heterogeneous organocatalyst for the synthesis of benzoxazoles and benzothiazoles using dioxygen as oxidant

A simple, highly efficient, and sustainable strategy for the synthesis of benzoxazole and benzothiazole derivatives was developed by using inexpensive, green, readily available, and recyclable mesoporous poly(melamine-formaldehyde) as a green, heterogeneous organocatalyst. The corresponding substituted benzoxazoles and benzothiazoles were obtained in good to excellent yields by aerobic oxidation of o-substituted aminobenzenes with various aldehydes under dioxygen atmosphere. The catalyst can be completely recovered through simple filtration to be reused more than six times without significant loss of catalytic activity.

Magnetic copper ferrite nanoparticles: An inexpensive, efficient, recyclable catalyst for the synthesis of substituted benzoxazoles via ullmann-type coupling under ligand-free conditions

A new sustainable strategy for the synthesis of benzoxazoles from substituted N-(2-halophenyl)benzamides was developed in which inexpensive, readily available, air-stable, recyclable copper(II) ferrite serves as a nanocatalyst. The nanocatalyst can be completely recovered with an external magnet and can be used seven times without significant loss of catalytic activity. Georg Thieme Verlag Stuttgart. New York.

Base-promoted formal arylation of benzo[d]oxazoles with acyl chloride

A base-promoted formal arylation of benzo[d]oxazoles with acyl chloride was achieved in moderate to good yields. This reaction was triggered by the N-acylation of oxazole to form an iminium intermediate. Then, the addition of H2O to the iminium formed the hemiacetal intermediate. After the sequential ring-opening, extrusion of CO, the ring closure, the dehydration delivered the formal arylation product. In comparison with the transition-metal-catalyzed methodology, it represents an alternative arylation method leading to 2-arylbenzooxazole.

Direct transition-metal-free intramolecular C-O bond formation: Synthesis of benzoxazole derivatives

A direct base-mediated intramolecular carbon-oxygen bond formation has been developed without a transition-metal catalyst. In the presence of 2.0 equiv of K2CO3 in DMSO at 140 °C, the intramolecular cyclization of o-haloanilides affords benzoxazoles in high yields. A mechanism via an initial formation of a benzyne intermediate followed by nucleophilic addition to form the C-O bond has been proposed.

TREATMENT OF DUCHENNE MUSCULAR DYSTROPHY

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.

Reactions of α,N-Diarylnitrones with O-Methyl Diphenylphosphinothioate and Oxidations of N-Alkylidene-2-hydroxyanilines with Silver Oxide. Preparation of Benzoxazoles

Reactions of α,N-diarylnitrones in the presence of O-methyl diphenylphosphinothioate at 150 deg C gave 2-arylbenzoxazoles (3) in fairly good yields.Oxidation of N-alkylidene-2-hydroxyanilines with silver oxide afforded 2-alkenyl-, 2-alkyl-, or 2-arylbenzoxazoles (7 and 3) in good yields under mild reaction conditions (at room temperature).A plausible mechanism for formation of 3 and 7 has been discussed briefly.