6072-57-7Relevant academic research and scientific papers
Nickel-Catalyzed Ring Expansion of Cyclobutanones towards Indanones
Chen, Tengyun,Wu, Yunkai,Han, Peilin,Gao, Jiqiang,Wu, Yuanqi,Zhao, Jinbo,Liang, Haotian,Liu, Yongsheng,Liu, Yu
, (2022/01/13)
Despite recent advances in catalytic ring-opening/cross-coupling process of o-halogen tethered phenylcyclobutanones with other partners, single-component ring expansion of such precursors towards 3-methylindanones has not been disclosed. We present herein a nickel catalyzed C?C bond reconstruction sequence of o-bromophenylcyclobutanones using H2O as hydrogen donor, leading to a series of indanones, which can be further converted into other benzene-fused cyclic compounds.
Preparation method of indanone compound
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Paragraph 0035-0081, (2021/08/07)
The invention provides a preparation method of a hydrindone compound, and belongs to the technical field of compound synthesis. The method comprises the following steps: under the action of a nickel catalyst, a ligand, bis(pinacolato)diboron, alkali and water, reacting o-bromophenyl cyclobutanone of a formula 1 structure in a solvent at 70-90 DEG C for 12-24 hours, and separating and purifying a product after the reaction is finished to obtain the indanone compound of the formula I structure. The method is simple, raw materials are easy to obtain, experimental operation is simple and convenient, and the yield of the prepared product is moderate.
Exploring the synthetic potential of a marine transaminase including discrimination at a remote stereocentre
Schwarz, Maria,Murphy, Edel J.,Foley, Aoife M.,Woods, David F.,Castilla, Ignacio Abreu,Reen, F. Jerry,Collins, Stuart G.,O'gara, Fergal,Maguire, Anita R.
supporting information, p. 188 - 198 (2021/01/18)
The marine transaminase, P-ω-TA, can be employed for the transamination from 1-aminotetralins and 1-aminoindanes with differentiation of stereochemistry at both the site of reaction and at a remote stereocentre resulting in formation of ketone products with up to 93% ee. While 4-substituents are tolerated on the tetralin core, the presence of 3- or 8-substituents is not tolerated by the transaminase. In general P-ω-TA shows capacity for remote diastereoselectivity, although both the stereoselectivity and efficiency are dependent on the specific substrate structure. Optimum efficiency and selectivity are seen with 4-haloaryl-1-aminotetralins and 3-haloaryl-1-aminoindanes, which may be associated with the marine origin of this enzyme. This journal is
Construction of enantioenriched 9H-Fluorene frameworks via a cascade reaction involving remote vinylogous dynamic kinetic resolution
Hu, Cui-Xia,Chen, Lin,Hu, Di,Song, Xue,Chen, Zhi-Chao,Du, Wei,Chen, Ying-Chun
supporting information, p. 8973 - 8977 (2020/11/30)
The benzylic C-H group of α,α-dicyanoolefins from 3-substituted 1-indanones could be significantly activated via transmission along the aromatic system, thus enabling dynamic kinetic resolution via a traditional reversible deprotonation- protonation process. Enantioenriched 9-substituted 9H-fluorene frameworks were finally constructed through an asymmetric vinylogous Michael addition to nitroolefins, followed by a cascade cyclization and oxidative aromatization process, under the catalysis of a chiral bifunctional thiourea-tertiary amine.
CAGED COMPOUND AND METHOD FOR PRODUCING THE SAME
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Paragraph 0042, (2020/05/20)
PROBLEM TO BE SOLVED: To provide a photoresponsive caged compound that can suppress biological damage and has excellent reaction efficiency, has water solubility, and can perform efficiently spatiotemporal control of bioactive substance such as amino acid
One-pot multicomponent synthesis and antimicrobial evaluation of novel tricyclic indenopyrimidine-2-amines
Kaur, Navjot,Singh, Pratibha,Kaur, Pawandeep,Yadav, Ajar Nath,Singh, Karan
, p. 3622 - 3631 (2020/08/19)
The synthesis of novel tricyclic indenopyrimidine-2-amines from 3,3-dimethyl-/3-methyl-2H-indanones has achieved by base-catalyzed one-pot three-component reaction. The desired products are formed within 10 hours after addition at reflux temperature. This
Schmidt reaction on substituted 1-indanones / N-alkylation: Synthesis of benzofused six-membered ring lactams and their evaluation as antimicrobial agents
Arora, Rashi,Bala, Renu,Kumari, Poonam,Sood, Sumit,Yadav, Ajar Nath,Singh, Nasib,Singh, Karan
, p. 606 - 613 (2019/05/01)
Background: The presence of bicyclic lactams is reflected in various pharmaceuticals, natural products, agrochemicals and active components of various dyes. Nowadays, to see the increasing rate of antimicrobial resistance and high incidence of microbial infections, there is a strong need to develop novel antimicrobial agents. In this study, we synthesized some benzofused six membered ring lactams and their alkyl derivatives as a trial to obtain valuable precursors for the discovery of future an-timicrobial drugs. Methods: The substituted lactams 3,4-dihydro-2(1H)-quinolinones 3a-c and 3,4-dihydro-1(2H)-isoquinolinones 4a-c were synthesized by Schmidt reaction on indanones 2a-c which were obtained by Friedel-Crafts reaction on β-substituted α,β-unsaturated carboxylic acids 1a-c. Lactams 6 and 7 were obtained by N-alkylation on benzofused lactams 3a-c and 4a-c in good to excellent yields. Structures of all products were well characterized by the rigorous analysis of their IR,1H NMR,13C NMR, MS and elemental analysis. The in vitro antimicrobial activities of all the synthesized compounds 6 and 7 were determined against Gram-positive, Gram-negative bacteria and the fungal species Candida albi-cans using broth macrodilution method. Results: The Schmidt reaction of 3-methylindanone, 3-phenylindanone and 3,3-dimethylindanone using methane sulphonic acid was found to behave differently with respect to isolated yield as well as isomeric ratio of both lactams. Bacterial growth inhibition was observed with bicyclic lactam derivatives although their MIC values were higher than ampicillin. The significant inhibitory effects were shown by majority of compounds with MIC values 125-250 μg/ml. Antifungal activity of bicyclic lactam derivatives was observed against C. albicans. However, MICs values of all tested compounds were higher compared to standard antifungal agent miconazole. Conclusion: The four Schmidt experimental conditions were tried with the aim of achieving both 6-membered ring lactams in equal ratio and NaN3/MeSO3H was identified to fulfill our purpose. As evident by structure-activity relationship, the tested compounds have not resulted in superior antibacterial or anti-fungal compounds compared to standard antimicrobials. Hence, there is still a need to carry out further modifications in bicyclic lactams structure in order to more efficacious antimicrobial lead molecules.
Asymmetric Induction in Hydroacylation by Cooperative Iminium Ion-Transition-Metal Catalysis
Rastelli, Ettore J.,Truong, Ngoc T.,Coltart, Don M.
supporting information, p. 5588 - 5591 (2016/11/17)
A new strategy for the rhodium-catalyzed enantioselective hydroacylation is described. This has been achieved through the merger of iminium ion catalysis and transition-metal catalysis such that asymmetric induction derives from a readily accessible, inexpensive chiral nonracemic secondary amine catalyst rather than a chiral nonracemic phosphine as is typical of conventional asymmetric hydroacylation methods.
INDANE BISPHENOLS, POLYMERS DERIVED THEREFROM, AND METHODS OF USE THEREOF
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Paragraph 0246-0247, (2014/03/25)
Disclosed herein are indane bisphenol monomer units, and polymers derived from such monomer units. Also disclosed herein are blends including such polymers, articles made from such polymers and blends, methods of using such monomers, polymers, and blends,
NOVEL COMPOUND, AND KINESIN SPINDLE PROTEIN INHIBITOR AND APPLICATION THEREOF
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, (2013/10/22)
A compound represented by the following General Formula (I): where, in General Formula (I), R1 and R2 each represent an alkyl group which may have a substituent, R3 represents the following General Formula (II) or (III), and R1 and R2 may be identical or different, where, in General Formulas (II) and (III), X represents a hydrogen atom or a halogen atom, R4 represents a methyl group, a dimethyl group or an oxygen atom, and * represents a binding position.
