66309-83-9Relevant academic research and scientific papers
Synthesis method of 2,6-dimethyl-1-indanone
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Paragraph 0010; 0035-0070, (2020/11/22)
The invention belongs to the field of chemical synthesis, and relates to a synthesis method of 2,6-dimethyl-1-indanone, which comprises the following steps: by using m-methylbenzoyl chloride and propylene as raw materials, carrying out Friedel-Crafts acylation under the catalysis of aluminum trichloride, and carrying out Friedel-Crafts alkylation reaction to synthesize the target product 2,6-dimethyl-1-indanone. The method is short in synthetic route and high in total yield, the aluminum-containing wastewater generated in the process can be used for preparing a flocculating agent, the whole route is clean and environmentally friendly, environmental pollution is small, and the method is suitable for industrial production.
Nickel-Catalyzed Domino Heck-Type Reactions Using Methyl Esters as Cross-Coupling Electrophiles
Zheng, Yan-Long,Newman, Stephen G.
supporting information, p. 18159 - 18164 (2019/11/13)
While esters are frequently used as traditional electrophiles in substitution chemistry, their application in cross-coupling chemistry is still in its infancy. This work demonstrates that methyl esters can be used as coupling electrophiles in Ni-catalyzed Heck-type reactions through the challenging cleavage of the C(acyl)?O bond under relatively mild reaction conditions at either 80 or 100 °C. With the σ-NiII intermediate generated from the insertion of acyl NiII species into the tethered C=C bond, carbonyl-retentive products were formed by domino Heck/Suzuki–Miyaura coupling and Heck/reduction pathways when organoboron and mild hydride nucleophiles are used.
B(C6F5)3-Catalyzed Highly Stereoselective Hydrogenation of Unfunctionalized Tetrasubstituted Olefins
Dai, Yun,Feng, Xiangqing,Du, Haifeng
supporting information, p. 6884 - 6887 (2019/10/02)
A metal-free hydrogenation of unfunctionalized tetrasubstituted olefins were successfully realized using a combination of B(C6F5)3 and Ph2NMe catalyst. The corresponding products were afforded in 58-98% yields with up to >99:1 cis/trans selectivity.
Preparation method for indanone compound
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, (2018/08/28)
The invention especially relates to a preparation method for an indanone compound, belonging to the field of organic synthesis. The preparation method for the indanone compounds comprises the following steps: 1) subjecting a compound as shown in a formula I and a compound as shown in a formula II to a condensation reaction so as to prepare a compound as shown in a formula III; 2) subjecting the compound as shown in the formula III to hydrolysis in the presence of alkali so as to prepare a compound as shown in a formula IV; and 3) carrying out acylation and ring closure on the compound as shownin the formula IV so as to prepare the as shown in a formula V. Compared with the prior art, the preparation method for the indanone compound in the invention has the advantages of low raw material cost, simple operation, low production of waste water, waste gas and industrial residues, high yield and the like, and is more suitable for industrial production; and compared with various traditionalpreparation methods for the indanone compound, the preparation method of the invention has obvious advantages and shows good industrialization prospects.
Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation
Wang, Zhi-Gang,Chen, Liqun,Chen, Jiebo,Zheng, Jian-Feng,Gao, Weiwei,Zeng, Zhiping,Zhou, Hu,Zhang, Xiao-Kun,Huang, Pei-Qiang,Su, Ying
, p. 632 - 648 (2013/05/09)
RXRα represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXRα and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXRα (tRXRα) with the p85α regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXRα-dependent AKT activation. A new compound 30 was identified to have improved biological activity.
Indanones and indenols from 2-alkylcinnamaldehydes via the intramolecular friedel-crafts reaction of geminal diacetates
Womack, Gary B.,Angeles, John G.,Fanelli, Vincent E.,Indradas, Brinda,Snowden, Roger L.,Sonnay, Philippe
experimental part, p. 5738 - 5741 (2009/12/06)
(Figure Presented) When treated with Ac2O at rt in the presence of 4-6mol% FeCl3, 2-alkylcinnamaldehydes are converted to 2-alkyl-1H-inden-1-yl acetates through the intermediacy of gem-diacetates. Methanolysis of the indenyl acetates
HALOGEN SUBSTITUTED METALLOCENE COMPOUNDS FOR OLEFIN POLYMERIZATION
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Page/Page column 106, (2010/11/27)
A metallocene compound is represented by the formula (1): wherein: M is a Group 3, 4, 5 or 6 transition metal atom, or a lanthanide metal atom, or actinide metal atom, preferably a Group 4 transition metal atom selected from titanium, zirconium or hafnium; E is a substituted or unsubstituted monocyclic or polycyclic arenyl ligand pi-bonded to M; A is a substituted or unsubstituted polycyclic arenyl ligand that is pi-bonded to M and has a different ring structure than the E ligand; at least one of the A and E ligands includes at least one halogen substituent directly bonded to an sp2 carbon at a bondable ring position; Y is a bridging group containing at least one Group 13, 14, 15, or 16 element and any single position of the ring structure of A and to any single position of the ring structure of E; and y is zero or 1, indicating the absence (y = 0) or presence (y =1) of Y; and each X is a univalent anionic ligand, or two X are joined and bound to the metal atom to form a metallocycle ring, or two X are joined to form a chelating ligand, a diene ligand, or an alkylidene ligand; provided that when E is an unsubstituted cyclopentadienyl ligand, either y is one or A is not 2-bromofluorenyl or 2,7-dibromofluorenyl.
Photoenolization with α-Chloro Substituents
Bergmark, William R.,Barnes, Curtis,Clark, Jeffrey,Paparian, Seth,Marynowski, Susan
, p. 5612 - 5615 (2007/10/02)
Irradiation of a methanol solution of 2,5-dimethyl-α-chloropropiophenone (1a) produces 2,6-dimethyl-1-indanone (2a), 2-(methoxymethyl)-5-methylpropiophenone (3a), 2,5-dimethylpropiophenone (4a), and methyl 2-(2,5-dimethylphenyl)propionate (5a).It is proposed that the first two products arise from hydrogen abstraction followed by chlorine loss, the latter two from initial loss of chlorine.Making the chlorine-bearing carbon primary suppresses the formation of the latter two products, while maintaining the carbonyl nearly planar with the ring suppresses all product formation.Other examples are presented.
Carbon-13 Nuclear Magnetic Resonance Spectra of Pterosin-Sesquiterpenes and Related Indan-1-one Derivatives
Fukuoka, Masamichi,Yoshihira, Kunitoshi,Natori, Shinsaku,Mihashi, Kunihide,Nishi, Masatoshi
, p. 3113 - 3128 (2007/10/02)
Methyl derivatives of indan-1-one were prepared as models to aid in interpreting the carbon-13 nuclear magnetic resonance ((13)C-NMR) spectra of pterosin-sesquiterpenes which were isolated from bracken fern, Pteridium aquilinum var. latiusculum.The chemical shifts of the carbons of the methylindan-1-ones were assigned by the proton decoupling technique.All the (13)C-NMR signals of the pterosin-sesquiterpenes were assigned by means of selective proton decouplings, and from the (13)C-(1)H long-range couplings and (13)C chemical shifts of the model compounds.Keywords - indan-1-one derivative; methylindan-1-one; pterosin-sesquiterpene; methylindan-1-one synthesis; (1)H-NMR; (13)C-NMR; selective decoupling; C-H decoupling
Friedel-Crafts Reactions of Ethyl Cyclopropanecarboxylate
Pinnick, Harold W.,Brown, Stephen P.,McLean, Elizabeth A.,Zoller, Linwood W.
, p. 3758 - 3760 (2007/10/02)
The reaction of ethyl cyclopropanecarboxylate with benzene in the presence of aluminum chloride gives 2-methyl-1-indanone in excellent yield.
