3261-92-5Relevant academic research and scientific papers
Synthesis of new α-Aryl-α-tetralones and α-Fluoro-α-aryl-α-tetralones, preliminary antiproliferative evaluation on drug resistant cell lines and in silico prediction of ADMETox properties
de Souza, Luana G.,Salustiano, Eduardo J.,da Costa, Kelli M.,Costa, Angela T.,Rumjanek, Vivian M.,Domingos, Jorge L.O.,Rennó, Magdalena N.,Costa, Paulo R.R.
, (2021/03/22)
α-aryl-α-tetralones and α-fluoro-α-aryl-α-tetralones derivatives were synthesized by palladium catalyzed α-arylation reaction of α-tetralones and α-fluoro-α-tetralones, with bromoarenes in moderate to good yields. These compounds were evaluated for their
Blue Light Promoted Difluoroalkylation of Aryl Ketones: Synthesis of Quaternary Alkyl Difluorides and Tetrasubstituted Monofluoroalkenes
Li, Kangkui,Chen, Jingchao,Yang, Chunhui,Zhang, Keyang,Pan, Chunxiang,Fan, Baomin,Fan, Baomin
supporting information, p. 4261 - 4265 (2020/06/04)
A facile and cost-effective method for the preparation of fluoroalkylated compounds has been described by the direct photoexcitation of halofluoroalkanes with blue light absorptivity, enabling the difluoroalkylation of aryl ketones. The methodology has provided an efficient, mild, and catalyst-free synthetic method for quaternary difluoroalkylated arenes and tetrasubstituted monofluoroalkenes.
Enantioselective electrophilic fluorination of α-aryl-tetralones using a preparation of N-fluoroammonium salts of cinchonine
Souza, Luana G.,de O. Domingos, Jorge L.,de A. Fernandes, Talita,Renno, Magdalena N.,Sansano, Jose M.,Najera, Carmen,Costa, Paulo R.R.
, p. 72 - 79 (2018/11/30)
The enantioselective electrophilic fluorination of α-aryl-tetralones is promoted by cinchonine/selectfluor combinations. This strategy allows a facile synthesis of the corresponding 2-fluoro-2-aryl-1-tetralones with excellent yields (up to >98%) and moder
Allyl complexes for use in coupling reactions
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Page/Page column 40; 41, (2019/01/12)
A complex of formula (1), wherein, M is palladium or nickel, R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom, R3 is selected from the group consisting of substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, and substituted and unsubstituted metallocenyl, R4 is an organic group having 1-20 carbon atoms, n is 0, 1, 2, 3, 4 or 5, X is an anionic ligand. A process for the preparation of the complex, and its use in carbon-carbon or carbon-nitrogen coupling reactions is also provided.
Palladate Precatalysts for the Formation of C-N and C-C Bonds
Zinser, Caroline M.,Warren, Katie G.,Nahra, Fady,Al-Majid, Abdullah,Barakat, Assem,Islam, Mohammad Shahidul,Nolan, Steven P.,Cazin, Catherine S. J.
, p. 2812 - 2817 (2019/08/12)
A series of imidazolium-based palladate precatalysts has been synthesized and the catalytic activity of these air- and moisture-stable complexes evaluated as a function of the nature of the imidazolium counterion. These precatalysts can be converted under
Photoinduced C—C Bond Cleavage and Oxidation of Cycloketoxime Esters
Zhao, Binlin,Tan, Hui,Chen, Cheng,Jiao, Ning,Shi, Zhuangzhi
supporting information, p. 995 - 999 (2018/09/25)
A novel structural reorganization of cycloketoxime esters beyond the traditional Beckmann rearrangement process has been established to build cyano-containing ketones in the presence of photocatalyst. This novel transformation is remarkable with selective C—C bond cleavage and an oxidation process enabled by DMSO used as the solvent, oxidant, and oxygen source avoiding acid, base and toxic cyanide salts as the cyano source. Further applications in late-stage modification of complex and chiral molecules have also been reported.
N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation reactions of tetralones with aryl chlorides and further transformation of the products
Yin, Hui-Ying,Lin, Xia-Li,Li, Shu-Wan,Shao, Li-Xiong
, p. 9012 - 9021 (2015/09/01)
NHC-Pd(II)-Im complex 1 has proven to be an efficient catalyst in the reaction between tetralones 2 and aryl chlorides 3, giving the α-arylated tetralones 4 in good to high yields. In addition, if the above reaction mixture was exposed to air at room temp
Air-stable Pd(R-allyl)LCl (L= Q-Phos, P(t-Bu)3, etc.) Systems for C-C/N Couplings: Insight into the Structure - Activity Relationship and Catalyst Activation Pathway
Seechurn, Carin C.C. Johansson,Parisel, Sebastien L.,Colacot, Thomas J.
experimental part, p. 7918 - 7932 (2011/11/30)
A series of Pd(R-allyl)LCl complexes [R = H, 1-Me, 1-Ph, 1-gem-Me 2, 2-Me; L = Q-Phos, P(t-Bu)3, P(t-Bu)2-(p- NMe2C6H4), P(t-Bu)2Np] have been synthesized and evaluated in the Buchwald - Hartwig aminations in detail, in addition to the preliminary studies on Suzuki coupling and α-arylation reactions. Pd(crotyl)Q-PhosCl (9) was found to be a superior catalyst to the other Q-Phos-based catalysts, and the reported in situ systems, in model coupling reactions involving 4-bromoanisole substrate with either N-methylaniline or 4-tertbutylbenzeneboronic acid. Precatalyst 9 also performed better (Figure presented) than the catalysts bearing P(t-Bu)2(p- NMe2C6H4) ligand; however, it is comparable to the new crotyl catalysts bearing P(t-Bu)3 or P(t-Bu)2Np ligands. In α-arylation of a biologically important model substrate, 1-tetralone, Pd(allyl)P(t-Bu)2(p-NMe2C6H 4)Cl (15) was found to be the best catalyst. The reason for the relatively higher activity of the crotyl complexes in comparison to the allyl derivatives in C-N bond formation reactions was investigated using X-ray crystallography in conjunction with NMR spectroscopic studies.
A highly practical and general route for α-arylations of ketones using bis-phosphinoferrocene-based palladium catalysts
Grasa, Gabriela A.,Colacot, Thomas J.
, p. 522 - 529 (2013/01/03)
Well-defined, air-stable Pd complexes of bis-phosphinoferrocene family of catalysts have been studied in the arylation of various ketones with aryl chlorides and aryl bromides. Bis(di-tert-butyl)phosphinoferrocene (DtBPF)-based catalysts such as (DtBPF) P
Inhibitors of acyl CoA:cholesterol acyltransferase
Vaccaro, Wayne,Amore, Cindy,Berger, Joel,Burrier, Robert,Clader, John,Davis, Harry,Domalski, Martin,Fevig, Tom,Salisbury, Brian,Sher, Rosy
, p. 1704 - 1719 (2007/10/03)
Conformational restriction of previously disclosed acyclic diphenylethyl)diphenylacetamides led to the discovery of several potent inhibitors of acyl CoA:cholesterol acyltransferase (ACAT). cis-[2-(4- Hydroxyphenyl)-1-indanyl]diphenylacetamide (4a) was the most potent ACAT inhibitor identified (IC50 = 0.04 μM in an in vitro rat hepatic microsomal ACAT assay, ED50 = 0.72 mg/kg/day in cholesterol-fed hamsters).
