67035-93-2Relevant academic research and scientific papers
Rhenium(I)-Catalyzed C-Methylation of Ketones, Indoles, and Arylacetonitriles Using Methanol
Shee, Sujan,Kundu, Sabuj
, p. 6943 - 6951 (2021/05/29)
A ReCl(CO)5/MeC(CH2PPh2)3 (L2) system was developed for the C-methylation reactions utilizing methanol and base, following the borrowing hydrogen strategy. Diverse ketones, indoles, and arylacetonitriles underwent mono-and dimethylation selectively up to 99% yield. Remarkably, tandem multiple methylations were also achieved by employing this catalytic system.
Visible-Light-Mediated Rose Bengal-Catalyzed α-Hydroxymethylation of Ketones with Methanol
Yang, Jingya,Xie, Dongtai,Zhou, Hongyan,Chen, Shuwen,Duan, Jiaokui,Huo, Congde,Li, Zheng
supporting information, p. 3471 - 3476 (2018/09/12)
A visible-light-mediated α-hydroxymethylation of ketones using methanol as the hydroxymethylating reagent has been developed. Using 1 mol% rose bengal as the photosensitizer and air as the green oxidant, the reactions proceeded smoothly at room temperature. Experimental studies indicate the reaction proceeded via a radical pathway. (Figure presented.).
Efficient Mukaiyama–Aldol Reaction with Aqueous Formaldehyde on a Hydrophobic Mesoporous Lewis Acid Polymer
Zhang, Fang,Liang, Chao,Wang, Zhen,Li, Hexing
, p. 818 - 824 (2018/01/15)
The design of robust water-compatible solid Lewis acid catalysts in the efficient utilization of aqueous formaldehyde is a challenging task. Herein, we describe an ytterbium triflate containing ordered mesoporous polymer (Yb(OTf)2-MP) that acts as a highly active and selective Lewis acid catalyst for the Mukaiyama–aldol reaction with aqueous formaldehyde. The unique capacity of hydrophobic surface and ordered mesoporosity was able to stabilize the hydrophilic and hydrophobic reactants simultaneously and catalyze the reaction selectively by minimizing water interference at active sites. Accordingly, it enabled a broad range of silyl enol ethers to be used to create structurally diverse β-hydroxy carbonyl molecules efficiently. Notably, the process can be scaled up easily to achieve the gram-scale production of the key intermediate of natural product sarkomycin. Additionally, it is stable under aqueous conditions and can be recovered easily and used repeatedly at least six times.
Scandium(Iii) fluoride as a novel catalyst for hydroxymethylation of dimethylsilyl enolates in aqueous media
Kokubo, Masaya,Kobayashi, Shu
experimental part, p. 1562 - 1564 (2009/04/07)
Hydroxymethylation of dimethylsilyl (DMS) enolates using aqueous formaldehyde solution is catalyzed by scandium(III) fluoride (ScF3) in aqueous media to give the corresponding β-hy-droxy ketones in good to excellent yields. Whilst the DMS enola
Lewis acid catalysis in water with a hydrophilic substrate: Scandium-catalyzed hydroxymethylation with aqueous formaldehyde in water
Kokubo, Masaya,Ogawa, Chikako,Kobayashi, Shu
supporting information; experimental part, p. 6909 - 6911 (2009/04/06)
(Chemical Equation Presented) Synthesis in deep water: For the title reaction, which proceeds with high selectivities, acid-base interactions between the Sc catalyst and HCHO are important. The reaction was used in the synthesis of an odorant to demonstra
The discovery of tetrahydrofluorenones as a new class of estrogen receptor β-subtype selective ligands
Wilkening,Ratcliffe,Tynebor,Wildonger,Fried,Hammond,Mosley,Fitzgerald,Sharma,McKeever,Nilsson,Carlquist,Thorsell,Locco,Katz,Frisch,Birzin,Wilkinson,Mitra,Cai,Hayes,Schaeffer,Rohrer
, p. 3489 - 3494 (2007/10/03)
Synthesis and derivatization of a series of substituted tetrahydrofluorenone analogs giving potent, ERβ subtype selective ligands are described. Several analogs possessing ERβ binding affinities comparable to 17β-estradiol but with greater than 75-fold selectivity over ERα are reported.
Lipase-catalyzed chemo- and enantioselective acetylation of 2-alkyl/aryl-3-hydroxypropiophenones
Kumar,Azim,Kumar,Sharma,Prasad,Howarth,Olsen,Jain,Parmar
, p. 2643 - 2652 (2007/10/03)
The chemo- and enantioselective capabilities of porcine pancreatic lipase (PPL) in tetrahydrofuran, and Candida rugosa lipase (CRL) in diisopropyl ether have been investigated for the acetylation of racemic 2-alkyl/aryl-3-hydroxypropiophenones, which are
