88741-38-2

Upstream product

• 100-52-7 benzaldehyde 
• 5417-63-0 3-Amino-2-naphthol 
• 109590-61-6 3-phenyl-2H-naphtho[2,3-b][1,4]-oxazin-2-one 
• 108-88-3 toluene 
• 65-85-0 benzoic acid 
• 434-45-7 2,2,2-Trifluoroacetophenone 
• 269-21-6 naphtho[2,3-d]oxazole 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 591-50-4 iodobenzene 
• 100-44-7 benzyl chloride 
• 1092455-29-2 3-(benzyloxy)naphthalen-2-amine 
• 100-46-9 benzylamine 
• 18271-22-2 N-(naphthalen-2-yl)benzamide 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 

Downstream Products

• 1008528-40-2 2-naphtho[2,3-d]oxazol-2-ylphenol 

Relevant academic research and scientific papers

Delivering 2-Aryl Benzoxazoles through Metal-Free and Redox-Neutral De-CF3Process

An unexpected cleavage of the Csp3-CF3 bond of CF3-hydrobenzoxazoles has been disclosed, affording a range of 2-aryl benzoxazoles under metal-free and redox-neutral conditions. This transformation has demonstrated broad substrate scope and good compatibility of functional groups. 2-Aryl benzothiazole and 2-aryl benzoimidazole could be smoothly assembled in the same manner. On the basis of preliminary mechanistic studies, base initiated and aromatization driven β-carbon elimination was considered to be the key step for the formation of 2. This reaction offers an alternative, facile, and sustainable route to access important 2-aryl benzoxazole motifs.

Pd/Cu-Catalyzed C-H/C-H Cross Coupling of (Hetero)Arenes with Azoles through Arylsulfonium Intermediates

A highly efficient method for the selective formal C-H/C-H cross-coupling of azoles and (hetero)arenes was established through arylsulfonium intermediates under transition-metal catalysis, which produced a variety of 2-(hetero)aryl azoles in good to excellent yields. Advantages of the reaction included mildness, a good functional group tolerance, a wide range of substrates, a high regio- and chemoselectivity, one-pot procedures, and the late-stage functionalization of complex molecules without the use of oxidants, offering a promising strategy for the transition-metal-catalyzed C-H arylation of azoles.

Visible Light-Induced Copper-Catalyzed C—H Arylation of Benzoxazoles?

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.

Palladium catalyzed Csp2-H activation for direct aryl hydroxylation: The unprecedented role of 1,4-dioxane as a source of hydroxyl radicals

A novel strategy for direct aryl hydroxylation via Pd-catalysed Csp2-H activation through an unprecedented hydroxyl radical transfer from 1,4-dioxane, used as a solvent, is reported with bio relevant and sterically hindered heterocycles and various acyclic functionalities as versatile directing groups.

Copper-catalyzed synthesis of 2-arylbenzoxazoles from o-aminophenol derivatives with arylmethyl chlorides

A facile and efficient synthesis of 2-arylbenzoxazoles via copper-catalyzed tandem condensation/oxidative reaction of o-aminophenol derivatives with arylmethyl chlorides was developed. Note that this reaction utilized arylmethyl chlorides as a new type of simple and cheap acyl sources and KNO3 as a readily available and low-cost benign oxidant.

Synthesis of 2-arylbenzoxazoles through oxidation of C-H bonds adjacent to oxygen atoms

A practical and simple synthesis of benzoxazoles from easily available substrates was developed. The protocol is triggered by an iron-catalyzed tandem oxidative process from simple ether derivatives. A practical and simple synthesis of benzoxazoles from easily available substrates is developed. The protocol is triggered by an iron-catalyzed tandem oxidative process from simple ether derivatives. Copyright

Synthesis of 2-Arylbenzoxazoles through Oxidation of C-H Bonds Adjacent to Oxygen Atoms

A practical and simple synthesis of benzoxazoles from easily available substrates was developed. The protocol is triggered by an iron-catalyzed tandem oxidative process from simple ether derivatives.

A novel strategy for the construction of substituted benzoxazoles via a tandem oxidative process

A practical and simple synthesis of benzoxazoles from easily available substrates was developed. The protocol is triggered by an iron-catalyzed tandem oxidative process from simple toluene derivatives and 2-aminophenols. This method represents a straightforward approach to access substituted benzoxazoles. This journal is The Royal Society of Chemistry 2013.

Biomimetic oxidative coupling of benzylamines and 2-aminophenols: Synthesis of benzoxazoles

Aerobic oxidation: In a biomimetic approach, a mixture of redox catalysts forms couples that effect the aerobic oxidation of a mixture of benzylamine and 2-aminophenol derivatives to give the corresponding benzoxazoles (see scheme). This biomimetic oxidation proceeds smoothly under mild conditions and the protocol can also be used for preparing benzimidazoles and benzothiazoles. Copyright

Synthesis of 2-arylbenzoxazoles by copper-catalyzed intramolecular oxidative C-O coupling of benzanilides

(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.