131-57-7Relevant articles and documents
Synthesis, analgesic, anti-inflammatory, COX/5-LOX inhibition, ulcerogenic evaluation, and docking study of benzimidazole bearing indole and benzophenone analogs
Khamees, Hussien Ahmed,Khanum, Shaukath Ara,Nagesh, Khadri M. J.,Prashanth, T.
, (2022/03/16)
Inflammation therapy is particularly focused on the development of safer non-steroidal anti-inflammatory drugs (NSAIDs), administered to control inflammation. It is typically considered that dual-inhibition of COX/5-LOX, which improves efficacy and has fewer side effects, is an effective technique for combating inflammation. In this perspective, the series of titled compounds (10a-j) were designed, synthesized, and characterized following with the anti-inflammatory, analgesic, and ulcerogenic evaluation. The investigation of the potentiality of the titled compounds (10a-j) displayed a high degree of anti-inflammatory activity. The compounds displaying potential analgesic activity were identified and validated further for evaluation of analgesic, anti-inflammatory activity, and subsequent ulcerogenic evaluation. In addition, the COX-1, COX-2, and 5-LOX analyses were carried out in vitro. Among (10a-j) series, compound 10c with para substitution of fluoro group on the benzoyl ring and two chloro groups at ortho position in phenyl ring of benzophenone was observed to have good inhibitory potency. Furthermore, the in silico docking study was performed by using AutoDock tools docking software.
Aerobic Copper-Catalyzed Salicylaldehydic Cformyl?H Arylations with Arylboronic Acids
Xiao, Lin,Lang, Tao-Tao,Jiang, Ying,Zang, Zhong-Lin,Zhou, Cheng-He,Cai, Gui-Xin
supporting information, p. 3278 - 3283 (2021/02/01)
We report a challenging copper-catalyzed Cformyl?H arylation of salicylaldehydes with arylboronic acids that involves unique salicylaldehydic copper species that differ from reported salicylaldehydic rhodacycles and palladacycles. This protocol has high chemoselectivity for the Cformyl?H bond compared to the phenolic O?H bond involving copper catalysis under high reaction temperatures. This approach is compatible with a wide range of salicylaldehyde and arylboronic acid substrates, including estrone and carbazole derivatives, which leads to the corresponding arylation products. Mechanistic studies show that the 2-hydroxy group of the salicylaldehyde substrate triggers the formation of salicylaldehydic copper complexes through a CuI/CuII/CuIII catalytic cycle.
Preparation method of sun-screening agent 2-hydroxy-4-methoxy-5-sulfo benzophenone
-
Paragraph 0052-0053, (2021/02/06)
The invention provides a preparation method of a sun-screening agent 2-hydroxy-4-methoxy-5-sulfo benzophenone. According to the method, SO3 is used as a sulfonating agent, the process conditions are mild, the reaction process is easy to control, the product selectivity is good, byproducts are few, and the purification process is simple and feasible. Compared with a traditional process, the production of waste acid is greatly reduced, the water content in the product is greatly reduced, acidic impurities are reduced to a great extent, the product quality is further improved, and the method is agreen and environment-friendly process and is beneficial to industrial production.
Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water
Du, Jihong,Duan, Baogen,Liu, Kun,Liu, Renhua,Yu, Feifei,Yuan, Yongkun,Zhang, Chenyang,Zhang, Jin
supporting information, (2022/02/09)
Here a palladium-catalyzed oxidation method for converting alkylarenes into the aromatic ketones or benzaldehydes with water as the only oxygen donor is reported. This C-H bond oxidation functionalization does not require other oxidants and hydrogen accep
Preparation process of 2-hydroxy-4-methoxybenzophenone
-
Paragraph 0035-0044, (2021/01/15)
The invention discloses a preparation process of 2-hydroxy-4-methoxybenzophenone, wherein the process comprises the steps: by using 2,4-dihydroxy benzophenone and halogenated methane as initial raw materials, generating 2-hydroxy-4-methoxybenzophenone under the actions of alkali liquor and a phase transfer catalyst. According to the method, cheap and easily available 2,4-dihydroxy benzophenone andhalogenated methane are used as starting raw materials, the preparation method is simple in process, green and environment-friendly, the product yield and purity are relatively high, and the method has a wide industrial application prospect.
Eco-friendly organocatalyst- And reagent-controlled selective construction of diverse and multifunctionalized 2-hydroxybenzophenone frameworks for potent UV-A/B filters by cascade benzannulation
Akhtar, Muhammad Saeed,Inductivo Tamargo, Ramuel John,Kim, Sung Hong,Lee, Yong Rok,Thombal, Raju S.,Yang, Won-Guen
supporting information, p. 4523 - 4531 (2020/08/10)
The organocatalyst- and reagent-controlled highly selective synthesis of diversely functionalized novel 2-hydroxybenzophenone frameworks, such as 2-hydroxy-3′-formylbenzophenones, 7-(2′-hydroxybenzoyl)-2-naphthaldehydes, and 2-hydroxybenzophenones, under green conditions, for the development of potent UV-A/B filters is described. The organocatalyzed benzannulation reactions proceed individually via [3 + 3] cycloaddition for the synthesis of 2-hydroxy-3′-formylbenzophenones and [4 + 2] cycloaddition for 2-hydroxybenzophenones. With this methodology, an unprecedented double benzannulation allows one-pot construction of diverse 7-(2′-hydroxybenzoyl)-2-naphthaldehydes via [3 + 3 + 4] cycloaddition. This protocol features a broad substrate scope, high functional-group tolerance, and operational simplicity in an environmentally benign green solvent. The synthesized compounds are successfully utilized for further transformations and well characterized as potent UV-A/B filters.
Xantphos-ligated palladium dithiolates: An unprecedented and convenient catalyst for the carbonylative Suzuki–Miyaura cross-coupling reaction with high turnover number and turnover frequency
Gaikwad, Vinayak V.,Mane, Pravin A.,Dey, Sandip,Bhanage, Bhalchandra M.
, (2019/11/19)
Xantphos- and dithiolate-ligated macrocyclic palladium complexes as an efficient and stable catalyst for the carbonylative Suzuki–Miyaura cross-coupling reaction have been synthesized. The catalysts were characterized by 1H-nuclear magnetic resonance (NMR), CHNS (carbon, hydrogen, nitrogen, and sulfur) analysis, melting point analysis, and 31P-NMR spectroscopy. Several sensitive functional groups (e.g., –NO2, –F, –Cl, –Br, –NH2, and –CN) on the aromatic ring were well tolerated in the carbonylative Suzuki–Miyaura coupling reaction. The present palladium complexes produce six times higher turnover number (TON) and five times higher turnover frequency (TOF) compared with conventional homogeneous palladium precursors. Maximum TONs in the range of 105 to 106 and TOF in the range of 104 to 105 could be generated by a very low amount of catalyst loading (10–5?mol%).
A Sunscreen-Based Photocage for Carbonyl Groups
Lineros-Rosa, Mauricio,Miranda, Miguel A.,Lhiaubet-Vallet, Virginie
, p. 7205 - 7211 (2020/05/08)
Photolabile protecting groups (PPGs) have been exploited in a wide range of chemical and biological applications, due to their ability to provide spatial and temporal control over light-triggered activation. In this work, we explore the concept of a new photocage compound based on the commercial UVA/UVB filter oxybenzone (OB; 2-hydroxy-4-methoxybenzophenone) for photoprotection and controlled release of carbonyl groups. The point here is that oxybenzone not only acts as a mere PPG, but also provides, once released, UV photoprotection to the carbonyl derivative. This design points to a possible therapeutic approach to reduce the severe photoadverse effects of drugs containing a carbonyl chromophore.
Deoxygenative Arylation of Carboxylic Acids by Aryl Migration
Ruzi, Rehanguli,Ma, Junyang,Yuan, Xiang-Ai,Wang, Wenliang,Wang, Shanshan,Zhang, Muliang,Dai, Jie,Xie, Jin,Zhu, Chengjian
, p. 12724 - 12729 (2019/11/05)
An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C?O bond and formation of a weaker C?C bond by 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic, and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-yaequinolone A2, and a viridicatin derivative in satisfying yields.
Clean preparation method of 2-hydroxy-4-methoxy benzophenone
-
Paragraph 0028-0047, (2019/10/01)
The invention discloses a clean preparation method of 2-hydroxy-4-methoxy benzophenone, and the clean preparation method is as follows: reacting 2,4-dihydroxybenzophenone and dimethyl carbonate as rawmaterials in the presence of a catalyst in a solvent for 4 to 6 hours at a controlled temperature of 100 to 200 DEG C in a medium pressure reaction kettle with a rectifying tower to obtain a crude reaction solution; filtering the crude reaction solution while the crude reaction solution is hot, respectively collecting solid substances and filtered mother liquor, cooling and crystallizing the filtered mother liquor, centrifuging, distilling and refining to obtain a 2-hydroxy-4-methoxy benzophenone fine product. According to the method, the green and environment-friendly dimethyl carbonate is adopted to replace highly toxic dimethyl sulfate for methylation synthesis reaction, carbon dioxide generated in the reaction is discharged through the use of a medium-pressure reaction device, and thesafety risk of the device is reduced. The conversion rate of the 2,4-dihydroxybenzophenone after the crude preparation reaction is over 99%, the content of main byproduct 2,4-dimethylbenzophenone isless than or equal to 5.0%, the finished product yield of the refined 2-hydroxy-4-methoxybenzophenone (BP-3) is more than or equal to 85%, and the purity meets USP quality requirements.
