2848-25-1Relevant academic research and scientific papers
Experimental and computational studies on the [3,3]- and [3,5]-sigmatropic rearrangements of acetoxycyclohexadienones: A non-ionic mechanism for acyl migration
Sharma, Shikha,Rajale, Trideep,Cordes, David B.,Hung-Low, Fernando,Birney, David M.
, p. 14438 - 14447 (2013)
Flash vacuum pyrolysis studies of substituted 6-acetoxy-2,4- cyclohexadienones (3 and 10) from 300 to 500 C provide strong experimental evidence that direct [3,5]-sigmatropic rearrangements in these molecules are favored over the more familiar [3,3]-sigma
Vinyl Phosphonic Acid Functionalized Silica Polymer Nanocomposites for the Acylation of Phenol
Amit, Dubey,Verma, Savita
, p. 724 - 733 (2022/01/13)
Abstract: In order to overcome the corrosive problems of homogeneous vinyl phosphonic acid (VPA), ordered mesoporous silica (SBA-15) is functionalized with VPA via in situ radical polymerization method to achieve SBA/VPA nanocomposites with different amou
Para -Selective hydroxylation of alkyl aryl ethers
Zhu, Runqing,Sun, Qianqian,Li, Jing,Li, Luohao,Gao, Qinghe,Wang, Yakun,Fang, Lizhen
supporting information, p. 13190 - 13193 (2021/12/16)
para-Selective hydroxylation of alkyl aryl ethers is established, which proceeds with a ruthenium(ii) catalyst, hypervalent iodine(iii) and trifluoroacetic anhydride via a radical mechanism. This protocol tolerates a wide scope of substrates and provides a facile and efficient method for preparing clinical drugs monobenzone and pramocaine on a gram scale.
Intramolecular cyclopropylmethylation via non-classical carbocations
Skvorcova,Jirgensons
supporting information, p. 6909 - 6912 (2017/09/01)
Cyclopropyl-cyclopropyl rearrangement can be achieved selectively by intramolecular trapping of cyclopropylmethyl carbenium ions with an internal nucleophile. This can be exploited as a useful method for the introduction of a cyclopropyl group into complex molecules using readily accessible disubstituted cyclopropane intermediates.
Utilization of the inherent nucleophile for regioselective O-acylation of polyphenols via an intermolecular cooperative transesterification
Liu, Jingchao,Fu, Junjie,Li, Wenlong,Zou, Yu,Huang, Zhangjian,Xu, Jinyi,Peng, Sixun,Zhang, Yihua
, p. 4103 - 4110 (2016/07/06)
A green and efficient method for regioselective O-acylation of polyphenols has been developed. The acylation can be carried out in potassium carbonate/dimethyl sulphoxide system by utilizing the ‘inherent nucleophile’ via an intermolecular cooperative transesterification under mild condition. This method shows particular advantage in regioselective acylation of polyphenols bearing 2′,4′-dihydroxyacetophenone moiety and can be extended to the synthesis of mono or multiple acetates of polyphenols without this moiety in good yields. Compared with other reported approaches, this method is endowed with atom economy and is more environment-friendly for avoiding the use of any metal-based catalysts.
Simple Method for sp2-sp3 and sp3-sp3 Carbon-Carbon Bond Activation in 2-Substituted 1,3-Diketones
Aoyama, Tadashi,Hayakawa, Mamiko,Kubota, Sho,Ogawa, Sumire,Nakajima, Erika,Mitsuyama, Emi,Iwabuchi, Taku,Kaneko, Haruki,Obara, Rina,Takido, Toshio,Kodomari, Mitsuo,Ouchi, Akihiko
, p. 2945 - 2956 (2015/09/28)
Simple and efficient methods were developed for sp2-sp3 and sp3-sp3 C-C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported Bronsted acid containing sulfonic groups. The carbocation formed by cleavage of the sp3-sp3 C-C bond of the dione alkylated the aromatic compound.
A general approach towards catechol and pyrogallol through ruthenium- and palladium-catalyzed C-H hydroxylation by weak coordination
Yang, Xinglin,Sun, Yonghui,Chen, Zhang,Rao, Yu
supporting information, p. 1625 - 1630 (2014/06/09)
An efficient ruthenium(II)- and palladium(II)-catalyzed C-H hydroxylation of aryl carbamates has been developed for the facile synthesis of catechols and pyrogallols. The reaction demonstrates excellent reactivity, regio- and chemoselectivity, good functional group compatibility and high yields. The practicality of this method has been proved by a gram-scale synthesis.
Characterization of novel Cs and K substituted phosphotungstic acid modified MCM-41 catalyst and its catalytic activity towards acetylation of aromatic alcohols
Rana, Surjyakanta,Mallick, Sujata,Rath, Dharitri,Parida
, p. 1117 - 1125 (2013/03/13)
TheMCM-41 supported Cs2.5H0.5PW12O 40 and K2.5H0.5PW12O40 salts were synthesized by incipient wetness impregnation method. The solids were characterized by N2 adsorption-desorption isotherms, FTIR, XRD, and temperature programmed desorption, etc. This catalyst has been found to exhibit excellent activity for acetylation of phenolic compounds. The catalyst is stable and reusable giving 96% conversion with 100% selectivity towards acetate products. Indian Academy of Sciences.
HF-Pyridine: A versatile promoter for monoacylation/sulfonylation of phenolic diols and for direct conversion of t-butyldimethylsilyl ethers to the corresponding acetates
Michigami, Kyosuke,Yoshimoto, Kazuya,Hayashi, Masahiko
scheme or table, p. 138 - 139 (2012/03/09)
Monoacylation and trifluoromethanesulfonylation of phenolic diols were achieved by the aid of HF-pyridine, whereas diacylation occurred with pyridine alone. Furthermore, HF-pyridine was found to promote the direct conversion of t-butyldimethylsilyl ethers to the corresponding acetates.
2-Aryl-3,3,3-trifluoro-2-hydroxypropionic acids: A new class of protein tyrosine phosphatase 1B inhibitors
Adams, David R.,Abraham, Achamma,Asano, Jun,Breslin, Catherine,Dick, Colin A.J.,Ixkes, Ulrich,Johnston, Blair F.,Johnston, Derek,Kewnay, Justin,Mackay, Simon P.,MacKenzie, Simon J.,McFarlane, Morag,Mitchell, Lee,Spinks, Daniel,Takano, Yasuo
, p. 6579 - 6583 (2008/09/16)
A new series of non-peptidic, mono-acid protein tyrosine phosphatase 1B (PTP1B) inhibitors has been identified by structure-based design. Compounds with 2-(indol-3-yl)- and 2-phenyl-3,3,3-trifluoro-2-hydroxypropionic acid core units targeted at the enzyme's primary site and a hydrophobic chlorophenylthiazole extension in its 2° site exhibit 3-60 μM IC50s for PTP1B inhibition in an Sf9 cell-based assay.
