5451-83-2Relevant articles and documents
Copper-Catalyzed Acetylation of Electron-Rich Phenols and Anilines
Zhang, Jieyu,Ke, Qiumin,Tian, Feitao,Jiang, Bei,Ji, Chang-An,Zhang, Lingling,Yu, Jian,Huang, Dayun,Yan, Guobing
supporting information, p. 726 - 730 (2019/03/26)
An approach has been developed for the copper-catalyzed acetylation of phenols and anilines with potassium thioacetate as an acetylating reagent. Although only electron-rich phenols and anilines are compatible with this protocol, the reaction can provide moderate to high yields under mild conditions. Compared with other acetylating reagents, the current reagent has certain advantages, such as its low cost, easy availability, stability, insensitivity to water or air, and ease of storage.
Synthesis method of 2-bromo-5-methoxyphenol
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Paragraph 0046; 0064-0066; 0071-0073; 0100, (2019/10/22)
The invention discloses a synthesis method of 2-bromo-5-methoxyphenol. According to the synthesis method, 3-methoxyphenol is taken as a raw material, firstly, the 3-methoxyphenol reacts with a protection reagent such as tert-butyldimethylsilyl chloride, a
Ligand-Promoted Palladium-Catalyzed C?H Acetoxylation of Simple Arenes
Valderas, Carolina,Naksomboon, Kananat,Fernández-Ibá?ez, M. ángeles
, p. 3213 - 3217 (2016/10/24)
The palladium-catalyzed C?H oxidation of simple arenes is an attractive strategy to obtain phenols, which have many applications in the fine chemicals industry. Although some advances have been made in this research area, low reactivity and selectivity are, in general, observed. This report describes a new catalytic system for the efficient C?H acetoxylation of simple arenes based on Pd(OAc)2 and a pyridinecarboxylic acid ligand.
The first vinyl acetate mediated organocatalytic transesterification of phenols: A step towards sustainability
Kumar, Manoj,Bagchi, Sourav,Sharma, Anuj
supporting information, p. 8329 - 8336 (2015/11/10)
The present report outlines our efforts toward a simple yet elegant protocol for O-acylation of a wide variety of phenols. This highly enabling and solventless method relies on vinyl acetate as an innocuous acyl donor and DABCO as an organocatalyst. Operational simplicity, excellent yields, higher and faster conversion rates without excess reagents, a simple workup and essentially no need of columns are some of the salient features of the reported protocol.
Rh-Catalyzed Synthesis of Coumarin Derivatives from Phenolic Acetates and Acrylates via C-H Bond Activation
Gadakh, Sunita K.,Dey, Soumen,Sudalai, Arumugam
, p. 11544 - 11550 (2015/12/04)
An efficient annulation strategy involving the reaction of phenolic acetates with acrylates in the presence of [Rh2(OAc)4] as catalyst and formic acid as reducing agent, leading to the high yield synthesis of coumarin derivatives, has been developed. The addition of NaOAc as a base increased the yield of the products. The reaction is quite successful for both electron-rich as well as electron-deficient phenolic acetates, affording coumarins with excellent regioselectivity, and proceeds via C-H bond activation proven by deuterium incorporation studies.
Chelating Bis-N-heterocyclic Carbene-Palladium(II) Complexes for Oxidative Arene C-H Functionalization
Desai, Sai Puneet,Mondal, Moumita,Choudhury, Joyanta
, p. 2731 - 2736 (2015/06/30)
Bis-N-heterocyclic carbene (NHC)-chelated palladium(II) complexes have been synthesized, characterized fully including single-crystal X-ray structural analyses, and utilized for the first time toward catalytic oxidative C-H functionalization of arenes with PhI(OAc)2 and N-bromosuccinimide. (Figure Presented).
Acetylation of alcohols and phenols by zinc zirconium phosphate as an efficient heterogeneous catalyst under solvent-free conditions
Hajipour, Abdol Reza,Karimi, Hirbod,Karimzadeh, Morteza
, p. 1461 - 1472 (2014/09/30)
An efficient method for the acetylation of a wide range of alcohols as well as phenols with acetic anhydride in good to excellent yields under solvent-free conditions, using zinc zirconium phosphate as the catalyst was investigated. The catalyst was characterized by XRD, inductivity coupled plasma-optical emission spectroscopy, and scanning electron microscope. Products are easily isolated and the protocol is mild and green, compared to the existing methods. Graphical abstract: [Figure not available: see fulltext.]
Synthesis and biological evaluation of 4-(1,2,3-triazol-1-yl)coumarin derivatives as potential antitumor agents
Zhang, Wenjuan,Li, Zhi,Zhou, Meng,Wu, Feng,Hou, Xueyan,Luo, Hao,Liu, Hao,Han, Xuan,Yan, Guoyi,Ding, Zhenyu,Li, Rui
supporting information, p. 799 - 807 (2014/02/14)
In this research, a series of 4-(1,2,3-triazol-1-yl)coumarin conjugates were synthesized and their anticancer activities were evaluated in vitro against three human cancer cell lines, including human breast carcinoma MCF-7 cell, colon carcinoma SW480 cell and lung carcinoma A549 cell. To increase the biological potency, structural optimization campaign was conducted focusing on the C-4 position of 1,2,3-triazole and the C-6, C-7 positions of coumarin. In addition, to further evaluate the role of 1,2,3-triazole and coumarin for antiproliferative activity, 9 compounds possessing 4-(piperazin-1-yl)coumarin framework and 3 derivatives baring quinoline core were also synthesized. By MTT assay in vitro, most of the compounds display attractive antitumor activities, especially 23. Further flow cytometry assays demonstrate that compound 23 exerts the antiproliferative role through arresting G2/M cell-cycle and inducing apoptosis.
Steric control of site selectivity in the Pd-catalyzed C-H acetoxylation of simple arenes
Cook, Amanda K.,Emmert, Marion H.,Sanford, Melanie S.
supporting information, p. 5428 - 5431 (2013/11/19)
This report describes the use of an oxidant and a ligand to control site selectivity in the Pd(OAc)2-catalyzed C-H acetoxylation of simple arenes. The use of MesI(OAc)2 as the terminal oxidant in combination with acridine as the ligand results in primarily sterically controlled selectivity. In contrast, with Pd(OAc)2 as the catalyst and PhI(OAc)2 as the oxidant, electronic effects dominate the selectivity of arene C-H acetoxylation.
