71972-66-2Relevant academic research and scientific papers
SUBSTITUTED PYRIMIDINE COMPOUNDS AS PHOSPHATIDYLINOSITOL 3-KINASE DELTA INHIBITOR AND USE THEREOF
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Paragraph 0057; 0058, (2018/02/03)
The present invention belongs to the field of medicinal chemistry, and relates to substituted pyrimidine compounds as phosphatidylinositol 3-kinase (PI3K) δ inhibitor and a use thereof. In particular, the present invention provides a compound as shown by formula I or an isomer, pharmaceutically acceptable salt, solvate or prodrug thereof, the preparation methods of same and pharmaceutical compositions containing these compounds and a use of these compounds or compositions for treating cancer, hyperblastosis diseases or inflammatory diseases. The compounds of the present invention have a good inhibiting activity on PI3Kδ and have a high selectivity. It is hoped that these will be therapeutic agents for cancer, hyperblastosis diseases or inflammatory diseases.
Unified Approach to (Thio)chromenones via One-Pot Friedel-Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones
Kim, Hun Young,Song, Eunsun,Oh, Kyungsoo
supporting information, p. 312 - 315 (2017/04/21)
A facile synthetic method to chromenones and thiochromenones has been developed using a one-pot Friedel-Crafts acylation of alkynes with suitably substituted benzoyl chlorides. This unified approach to (thio)chromenones is readily applicable to aryl- and alkylalkynes where the stereochemically well-defined β-chlorovinyl ketone intermediates undergo distinctively different cyclization pathways. The ready availability of both starting materials, alkynes and benzoyl chlorides, coupled with the experimental simplicity makes the current synthetic method to (thio)chromenones fast, efficient, and practical.
C-H Functionalization via Remote Hydride Elimination: Palladium Catalyzed Dehydrogenation of ortho-Acyl Phenols to Flavonoids
Zhao, Xiaomei,Zhou, Jiabin,Lin, Shuying,Jin, Xukang,Liu, Renhua
, p. 976 - 979 (2017/03/14)
Although deprotonation of electron-poor C-H bonds to carbon anions with bases has long been known and widely used in organic synthesis, the hydride elimination from electron-rich C-H bonds to carbon cations or partial carbocations for the introduction of nucleophiles is a comparatively less explored area. Here we report that the carbonyl β-C(sp3)-H bond hydrogens of ortho-acyl phenols could be substituted by intramolecular phenolic hydroxyls to form O-heterocycles, followed by dehydrogenation of the O-heterocycle into flavonoids. The cascade reaction is catalyzed by Pd/C without added oxidants and sacrificing hydrogen acceptors.
Ru(II)-catalyzed C-H activation and annulation of salicylaldehydes with monosubstituted and disubstituted alkynes
Baruah, Swagata,Kaishap, Partha Pratim,Gogoi, Sanjib
supporting information, p. 13004 - 13007 (2016/11/11)
The Ru(ii)-catalyzed C-H activation and annulation reaction of salicylaldehydes and disubstituted alkynes affords chromones in high yields. This reaction also works with terminal alkynes and tolerates a wide range of sensitive functional groups. The selectivity pattern of this Ru(ii)-catalyzed annulation reaction is different from the known Au(i), Rh(iii)-catalyzed annulation reactions of salicylaldehydes and terminal alkynes.
Mild and efficient organocatalytic method for the synthesis of flavones
Stanek, Filip,Stodulski, Maciej
supporting information, p. 3841 - 3843 (2016/08/02)
A convenient and efficient organocatalytic procedure for the selective cyclization of 1,3-diketones to give aromatic substituted 4H-chromen-4-ones under mild reaction conditions using N-triflyl phosphoramide is described. Application of the described conditions is presented in a formal synthesis of (S)-flavanone.
Iron(III)-Catalyzed Peroxide-Mediated C-3 Functionalization of Flavones
Mir, Bilal Ahmad,Banerjee, Arghya,Santra, Sourav Kumar,Rajamanickam, Suresh,Patel, Bhisma K.
, p. 3471 - 3476 (2016/11/13)
An iron(III)-catalyzed C-3 functionalization of flavones has been achieved using tert-butyl peroxybenzoate (TBPB)/potassium persulphate (K2S2O8) oxidant combinations with a suitable solvent. In the presence of iron(III)/tert-butyl peroxybenzoate/potassium persulphate, the reaction of flavones in cycloalkanes afforded exclusive C-3 cycloalkylation via Csp2–Csp3coupling, whereas the solvent N,N-dialkylformamide provided C-3 amidation via Csp2–Csp3coupling. Under identical reaction conditions just by switching the solvent to chlorobenzene, C-3 methylated flavones were obtained where tert-butyl peroxybenzoate (TBPB) served as the source of the methyl group. (Figure presented.).
Synthesis of (E)-2-styrylchromones and flavones by base-catalyzed cyclodehydration of the appropriate β-diketones using water as solvent
Pinto, Joana,Silva, Vera L. M.,Silva, Ana M. G.,Silva, Artur M. S.
, p. 11418 - 11431 (2015/08/06)
A low cost, safe, clean and environmentally benign base-catalyzed cyclodehydration of appropriate β-diketones affording (E)-2-styrylchromones and flavones in good yields is disclosed. Water was used as solvent and the reactions were heated using classical
One-pot synthesis of 3-methylflavones and their transformation into (E)-3-styrylflavones via Wittig reactions
Rocha, Djenisa H. A.,Pinto, Diana C. G. A.,Silva, Artur M. S.
, p. 2683 - 2686 (2014/01/06)
An efficient one-pot synthesis of 3-methylflavone derivatives is established. Furthermore, their transformation into phosphorus ylides, which are then used in the diastereoselective synthesis of (E)-styrylflavones through Wittig reactions, is also studied
Palladium-catalyzed carbonylation reaction of aryl bromides with 2-hydroxyacetophenones to form flavones
Wu, Xiao-Feng,Neumann, Helfried,Beller, Matthias
supporting information, p. 12595 - 12598 (2012/11/07)
Flavone of the month: A general and efficient method for the palladium-catalyzed carbonylative synthesis of flavones has been developed (see scheme). Starting from aryl bromides and 2-hydroxyacetophenones, the corresponding flavones have been isolated in good yields. Copyright
Palladium-catalyzed carbonylative α-arylation for accessing 1,3-diketones
Gogsig, Thomas M.,Taaning, Rolf H.,Lindhardt, Anders T.,Skrydstrup, Troels
, p. 798 - 801 (2012/03/09)
With a hint of CO: The first Pd-catalyzed carbonylative α-arylations of simple ketones with carbon monoxide is presented for the direct synthesis of 1,3-diketones (see scheme). The method uses only stoichiometric amounts of CO, and hence allows for the si
