89638-23-3

Upstream product

• 127-19-5 N,N-dimethyl acetamide 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 344266-59-7 1-(2-chlorophenyl)-2-(phenylsulfonyl)ethanone 
• 75-11-6 diiodomethane 
• 89-98-5 2-chloro-benzaldehyde 
• 58824-52-5 α-vinyl-o-chlorobenzyl alcohol 
• 50-00-0 formaldehyd 
• 91131-19-0 3-(dimethylamino)-1-(2-chlorophenyl)propan-1-one 

Downstream Products

• 89638-29-9 2-Amino-3-(2-chloro-benzoyl)-5,6-dimethyl-benzonitrile 
• 34911-25-6 7-chloro-2,3-dihydro-1H-inden-1-one 

Relevant academic research and scientific papers

Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor.

Novel synthetic method for 7-halogen-1-indanone

The invention discloses a novel synthetic method for 7-halogen-1-indanone. The reaction general formula of the method is shown in the description, wherein X is fluorine, chlorine or bromine. The method provided by the invention uses o-halogenated acetophenone as a starting raw material, an iron-catalyzed carbonyl methylenation reaction is performed to obtain a vinyl ketone, and acid-catalyzed ringclosure is performed to obtain the 7-halogen-1-indanone. The method provided by the invention has the advantages that the raw materials are simple and easy to obtain, the post-treatment is simple andthe total yield is high, and can provide an important reference for industrialized production.

Desulfonylative Methenylation of β-Keto Sulfones

A one-step strategy for the synthesis of α-methenyl ketones from β-keto sufones is reported. Success of the methodology is elaborated for the synthesis of chromanones and isoflavanones in one-step.

Iron-catalyzed α-methylenation of ketones with N,N-Dimethylacetamide: An approach for α,β-unsaturated carbonyl compounds

In this study, we developed a general iron-catalyzed α-methylenation of ketones by using N,N-dimethylacetamide as the one-carbon source. Various ketones, including aryl and alkyl ketones, enones, and dicarbonyl compounds were well tolerated to yield the corresponding α,β-unsaturated carbonyl compounds in the presence of an iron catalyst, peroxides, and N,N-dimethylacetamide under aerobic conditions. A general and facile iron-catalyzed α-methylenation of carbonyl compounds by using N-methyl amides as the one-carbon source was developed. Various carbonyl compounds (aryl- or alkyl-substituted, enones, 1,3-dicarbonyl compounds) were well tolerated to furnish the corresponding α,β-unsaturated carbonyl compounds in the presence of an iron catalyst, peroxides, and N-methyl amides under aerobic conditions.

1,4-Diazabicyclo[2.2.2]octane-Promoted Aminotrifluoromethylthiolation of α,β-Unsaturated Carbonyl Compounds: N-Trifluoromethylthio-4-nitrophthalimide Acts as Both the Nitrogen and SCF3 Sources

A novel difunctionalization reaction is described. It uses N-trifluoromethylthio-4-nitrophthalimide as the reagent, which serves as both the nitrogen and SCF3 sources. In the presence of DABCO (1,4-diazabicyclo[2.2.2]octane), the nitrogen and SCF3 groups can be incorporated into α,β-unsaturated carbonyl compounds easily and give versatile β-amino ketones and esters in good yields. This difunctionalization reaction features mild reaction conditions, high atom-economy, and efficient access to α-SCF3 amino acids.

New pyridin-3-ylmethyl carbamodithioic esters activate pyruvate kinase M2 and potential anticancer lead compounds

Pyruvate kinase M2 (PKM2) is a key protein responsible for cancer's Warburg effect. Activation of PKM2 may alter aberrant metabolism in cancer cells, which suggests PKM2 as a tumor selective therapeutic target. In this paper, the lead compound 8 was first discovered as a new kind of PKM2 activator from a random screening of an in-house compound library. Then, a series of lead compound 8 analogs were designed, synthesized and evaluated for their activation of PKM2 and anticancer activities. 7-Azaindole analog 32 was identified as the most potent PKM2 activator. Compounds with potent enzyme activity also exhibited selective anti-proliferation activity on cancer cell lines HCT116, Hela and H1299 compared with non-tumor cell line BEAS-2B. The structure-activity relationships of these compounds were supported by molecular docking results. Preliminary pharmacological studies also showed that compound 32 arrests the cell cycle at the G2/M phase in HCT116 cell line.

N-Heterocyclic carbene-catalyzed double acylation of enones with benzils

Thiazolium carbene-catalyzed reaction of aromatic 1,2-diketones with enones in aprotic solvents gave double acylation products in good yields, whereas hydroacylation products formed by Stetter reaction were not detected at all. These results suggested the generation of aroyloxyenamine species from the 1,2-diketones instead of hydroxyenamines (Breslow intermediates). This journal is

Oxa-Michael addition promoted by the aqueous sodium carbonate

An efficient Michael addition of alcohols to activated alkenes promoted by sodium carbonate with water as reaction medium has been developed. The reaction provides a general, economical and environmentally friendly approach for the synthesis of β-alkoxycarbonyl compounds.

Ring-substituted 11-oxo-11H-indeno[1,2-b]quinoline-6-carboxamides with similar patterns of cytotoxicity to the dual topo I/II inhibitor DACA

A series of ring-substituted analogues of the topoisomerase inhibitor 11-oxo-11H-indeno[1,2-b]quinoline-6-carboxamides was prepared and evaluated. The compounds were prepared by Pfitzinger reaction of the appropriate isatin-7-carboxylic acids and 1-indanones, followed by selective thermal decarboxylation of the resulting tetracyclic diacids, subsequent oxidation of the methylene group with alkaline permanganate under carefully controlled conditions, and 1,1'-carbonyldiimidazole-induced amidation. The compounds were evaluated in a panel of cell lines in culture. The largest increases in cytotoxicity (five to tenfold) were shown by 4-substituted analogues, with the 4-Cl derivative having an IC50 of 8nM against the Lewis lung carcinoma. Copyright (C) 1999 Elsevier Science Ltd.