362-47-0Relevant academic research and scientific papers
Water-Tolerant ortho-Acylation of Phenols
Dong, Shuang-Feng,Gao, Zhi-Yuan,He, Yu,Liu, Xu,Loh, Teck-Peng,Tian, Jie-Sheng,Wu, Peng
supporting information, p. 6594 - 6598 (2021/09/02)
A metal-free, water-tolerant, and one-pot process for ortho-acylation of phenols promoted by the iodine source/hydrogen peroxide system has been developed. This transformation undergoes ether formation, iodocyclization, C-C bond cleavage, and oxidative hydrolysis in a one-step manner, which is supported by control experiments.
2-(2,2-DIARYLETHYL)-CYCLIC AMINE DERIVATIVE OR SALT, SYNTHESIS THEREOF, AND APPLICATION AND COMPOSITION THEREOF
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Paragraph 0238-0239; 0318-0319, (2021/05/28)
The disclosure relates to a 2-(2,2-diarylethyl)-cyclic amine derivative or salt, a synthesis method, an application and a composition thereof. Biological activity test shows that this kind of 2-(2,2-diarylethyl)-cyclic amine derivative has good M-receptor antagonistic activity; and can be used as an active component of drugs for the treatment of the diseases mediated or regulated by muscarinic receptors, such as asthma, chronic obstructive pulmonary disease (COPD), overactive bladder (OAB), bronchospasm with chronic obstructive pulmonary disease, visceral spasm, irritable bowel syndrome, Parkinson's disease, depression or anxiety, schizophrenia and related mental diseases.
Nickel-Catalyzed Decarbonyloxidation of 3-Aryl Benzofuran-2(3H)-ones to 2-Hydroxybenzophenones
Tong, Zhou,Tang, Zhi,Au, Chak-Tong,Qiu, Renhua
, p. 8533 - 8543 (2020/07/16)
We have developed a protocol to facilitate the nickel-catalyzed decarbonyloxidation of 3-aryl benzofuran-2(3H)-ones to 2-hydroxybenzophenones under mild conditions, which is an efficient approach for the decarbonyloxidation of lactones in organic synthesis. A diverse range of substrates can undergo C(O)-O/C(O)-C bond cleavage to generate the target products in good yields. These 2-hydroxybenzophenones can be converted into a variety of compounds via reactions such as esterification, cyclization, and reduction.
Natural product inspired library synthesis - Identification of 2,3-diarylbenzofuran and 2,3-dihydrobenzofuran based inhibitors of Chlamydia trachomatis
Saleeb, Michael,Mojica, Sergio,Eriksson, Anna U.,Andersson, C. David,Gylfe, ?sa,Elofsson, Mikael
supporting information, p. 1077 - 1089 (2017/12/15)
A natural product inspired library was synthesized based on 2,3-diarylbenzofuran and 2,3-diaryl-2,3-dihydrobenzofuran scaffolds. The library of forty-eight compounds was prepared by utilizing Pd-catalyzed one-pot multicomponent reactions and ruthenium-catalyzed intramolecular carbenoid C-H insertions. The compounds were evaluated for antibacterial activity in a panel of test systems including phenotypic, biochemical and image-based screening assays. We identified several potent inhibitors that block intracellular replication of pathogenic Chlamydia trachomatis with IC50 ≤ 3 μM. These new C. trachomatis inhibitors can serve as starting points for the development of specific treatments that reduces the global burden of C. trachomatis infections.
Efficient microwave-assisted direct C-benzoylation of phenols and naphthols with benzoic acid catalyzed by bismuth triflate under solvent-free or ionic liquid conditions
Tran, Phuong Hoang,Phung, Huy Quang,Duong, Minh Nhat,Pham-Tran, Nguyen-Nguyen
supporting information, p. 1558 - 1563 (2017/04/03)
An efficient and simple route for the synthesis of ortho-hydroxyaryl ketones has been developed. The microwave-assisted direct C-benzoylation of phenols and naphthols in the presence of metal triflates afforded the corresponding ortho-hydroxyaryl ketones in moderate to excellent yields. Bismuth triflate showed the best catalytic performance compared to other metal triflates. The protocol has advantages including short reaction times, high chemoselectivity towards C-acylation, and simple work-up. Additionally, bismuth triflate can be easily recovered and reused several times without significant loss of catalytic performance.
Acylation of Csp2-H bond with acyl sources derived from alkynes: Rh-Cu bimetallic catalyzed CC bond cleavage
Xie, Ying
, p. 12372 - 12375 (2016/10/22)
A Rh-Cu bimetallic catalyzed o-acylation of acyloxacetamide with alkynes has been described. This transformation provides a novel, concise way to synthesize ortho-acylphenols using functionalized alkynes as acylating reagents. Mechanistic studies revealed a Rh-Cu relay process, in which O2 plays a critical role for the formation of carbonyl compounds.
Pd-catalyzed oxidative acylation of 2-phenoxypyridines with alcohols via C-H bond activation
Kim, Minyoung,Sharma, Satyasheel,Park, Jihye,Kim, Mirim,Choi, Yeonhee,Jeon, Yukyoung,Kwak, Jong Hwan,Kim, In Su
, p. 6552 - 6559 (2013/07/25)
A palladium-catalyzed oxidative acylation of 2-phenoxypyridines with benzylic and aliphatic alcohols via C-H bond activation is described. This protocol represents direct access to biologically active ortho-acylphenol derivatives, and provides new opportunities to use readily available alcohols as starting materials for catalytic acylation reactions.
Metal-free oxidative fluorination of phenols with [18F]fluoride
Gao, Zhanghua,Lim, Yee Hwee,Tredwell, Matthew,Li, Lei,Verhoog, Stefan,Hopkinson, Matthew,Kaluza, Wojciech,Collier, Thomas Lee,Passchier, Jan,Huiban, Mickael,Gouverneur, Véronique
, p. 6733 - 6737 (2012/08/28)
The radiochemical synthesis of [18F]4-fluorophenols is based on phenol umpolung under oxidative conditions and direct nucleophilic fluorination with [18F]fluoride (see scheme, TBAF=tetra-n-butylammonium fluoride, TFA=trifluoroacetic acid). Readily available O-unprotected 4-tert-butyl phenols are used as precursors in this one-pot protocol. The reaction is completed in less than 30 minutes at room temperature and can be performed using standard or microfluidic technology. Copyright
2-ARYLBENZOIC ACIDS. PART VII. SYNTHESIS OF 2-(5'-FLUORO-2'-HYDROXYBENZOYL)BENZOIC ACID
Gronowska, J.,Dabkowska-Naskret, H.
, p. 173 - 178 (2007/10/02)
The reaction of o-carboxybenzoylation of p-fluorophenol was carried out.As a result of this condensation 2-(5'-fluoro-2'-hydroxybenzoyl)benzoic acid was obtained.The structure of this acid was confirmed by chemical-physical methods.
