955-76-0

Upstream product

• 64073-94-5 5-Chlor-2-<4-chlor-benzylidenamino>-phenol 
• 1141-35-1 2-(4-chlorophenyl)benzoxazole 
• 95-55-6 2-amino-phenol 
• 74-11-3 para-chlorobenzoic acid 
• 99-91-2 para-chloroacetophenone 
• 106-47-8 4-chloro-aniline 
• 39193-06-1 4,4'-dichlorobenzanilide 
• 104-88-1 4-chlorobenzaldehyde 
• 28443-50-7 2-amino-5-chlorophenol 
• 328262-15-3 C₁₃H₈Cl₃NO 
• 20795-59-9 p-Chlor-benzoesaeure-2-brom-4-chlor-anilid 
• 3621-82-7 2,6-dichloro-1,3-benzoxazole 
• 1679-18-1 4-Chlorophenylboronic acid 

Downstream Products

• 1421278-36-5 2-(4-chlorophenyl)-6-(3,5-dimethylphenyl)benzo[d]oxazole 

Relevant academic research and scientific papers

A high-efficiency coupling series synthetic 2 - phenyl and oxazole and its derivatives

The invention provides a method for efficiently synthesizing 2-phenylbenzoxazole and derivatives of 2-phenylbenzoxazole through coupling and series connection. An acetophenone compound and an aniline compound fully react in a reaction medium with dimethyl sulfoxide serving as a solvent under the effects of a catalyst, namely, triphenylphosphine rhodium chloride and an additive, namely, silver oxide, a reactant is prepared, and 2-phenylbenzoxazole and the derivatives of 2-phenylbenzoxazole are obtained after after-treatment of the reactant. R1 in a formula (I) or a formula (III) is selected from one of an alkyl group and halogen. R2 in a formula (II) or the formula (III) is selected from one of a methoxy group, halogen and trifluoromethyl. Raw materials are easy to obtain, and operation is easy. The reaction condition is moderate, and the reaction efficiency is high. A product is easy to separate and purify and environmentally friendly. The method is suitable for synthesizing various kinds of substituted 2-phenylbenzoxazole and the derivatives of 2-phenylbenzoxazole. The formula (I), the formula (II) and the formula (III) are shown in the specification.

Organocatalytic syntheses of benzoxazoles and benzothiazoles using aryl iodide and oxone via C-H functionalization and C-O/S bond formation

An organocatalytic protocol for the syntheses of 2-substituted benzoxazoles and benzothiazoles is described from alkyl-/arylanilides and alkyl-/arylthioanilides using 1-iodo-4-nitrobenzene as catalyst and oxone as an inexpensive and environmentally safe terminal oxidant at room temperature in air via oxidative C-H functionalization and C-O/S bond formation. The procedure is simple and general and provides an effective route for the construction of functionalized 2-alkyl-/arylbenzoxazoles and 2-alkyl-/arylbenzothiazoles with moderate to high yields. The synthetic and mechanistic aspects have been described.

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.

Divergent reactivities of o-haloanilides with CuO nanoparticles in water: A green synthesis of benzoxazoles and o-hydroxyanilides

In the present study, three divergent reaction paths emerged when o-haloanilides were subjected to CuO nanoparticles in water. o-Halo (I, Br) phenylbenzamides in the presence of CuO nanoparticles and Cs2CO 3 in water at 100 °C provided o-hydroxyphenyl benzamides as the major product. However, a complete change in selectivity was observed in the presence of an organic base/ligand (TMEDA), giving 2-arylbenzoxazole as the exclusive product. The above selectivities were not clearly distinct when the corresponding alkylamides were treated either in the presence or absence of the ligand. A number of o-halophenyl alkylamides provided either exclusively o-dehalogenated products or a mixture of o-dehalogenated and o-hydroxylated products, but none gave 2-alkylbenzoxazoles. In addition to the above selectivities, the use of an environmentally friendly solvent (water) and base, and the recyclability of the catalyst make this procedure a benign alternative to the existing methods for the synthesis of these molecules, viz. o-hydroxybenzamides and o-arylbenzoxazoles.

Site-selective Suzuki-Miyaura reactions of 2,6-dichlorobenzoxazole

Suzuki-Miyaura reactions of 2,6-dichlorobenzoxazole provide a convenient access to arylated benzoxazoles. The reactions proceed with excellent site-selectivity in favour of position 2, due to electronic reasons.

Chlorination and ortho-acetoxylation of 2-arylbenzoxazoles

Efficient and facile catalytic protocols for chlorination and ligand-directed ortho-acetoxylation of 2-arylbenzoxazoles have been developed. The chlorination is not a ligand-directed ortho-functionalization, but an electrophilic substitution process in the benzo ring of the benzoxazole moiety. Meanwhile, the acetoxylation exhibited high regioselectivity for the substrates containing a meta-substituent and occurred at the less sterically hindered ortho-C-H bond of the directing group. The Royal Society of Chemistry 2011.

Cyclopalladated ferrocenylimine catalyzed chlorination of 2-arylbenzoxazoles

An efficient and facile protocol for palladacycle-catalyzed chlorination of 2-arylbenzoxazoles was developed. The results represent the first examples involving the palladacycle as the catalyst for such chlorination. This chlorination was not a ligand-directed ortho-Ci-H activation, but an electrophilic substitution process at the para-position of the nitrogen atom in the benzo ring of benzoxazole moiety, the regiochemistry of which had been confirmed by HMBC spectral analysis. The catalytic system could tolerate various halogen atoms, such as F, Cl and Br, affording the corresponding products in moderate to excellent yields.