58369-46-3Relevant academic research and scientific papers
Synthesis of 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones
Kolosov, Maksim A.,Kulyk, Olesia G.,Shvets, Elena H.,Orlov, Valeriy D.
, p. 1649 - 1657 (2014/06/09)
Two different approaches to the synthesis of 1-unsubstituted 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones have been developed. The first includes N(1)-protection of the starting 5-acetyl-3,4-dihydropyrimidine-2(1H)- one, further Claisen-Schmidt reaction,
On regioselectivity of aldol condensation of aromatic aldehydes with borate complex of acetylacetone
Martichonok, Val V.,Chiang, Peter K.,Dornbush, Padraick J.,Land, Kirkwood M.
, p. 1245 - 1250 (2014/04/17)
While cinnamoyl acetone 1 is obtained in good yield by a condensation of 3 molar excess of a borate complex of acetylacetone with benzaldehyde, products of Knoevenagel condensation 2 are predominantly obtained with furfural and 5-substituted furfurals. Cinnamoyl acetone 1 can be further condensed with furfural to form unsymmetrical curcuminoid 5. Compound 2a does not produce any new products under the same conditions. Compounds 3 and 5 are good inhibitors of growth of protozoan Trichomonas vaginalis.
Synthesis and evaluation of curcumin derivatives toward an inhibitor of beta-site amyloid precursor protein cleaving enzyme 1
Konno, Hiroyuki,Endo, Hitoshi,Ise, Satomi,Miyazaki, Keiki,Aoki, Hideo,Sanjoh, Akira,Kobayashi, Kazuya,Hattori, Yasunao,Akaji, Kenichi
supporting information, p. 685 - 690 (2014/01/23)
To research a new non-peptidyl inhibitor of beta-site amyloid precursor protein cleaving enzyme 1, we focused on the curcumin framework, two phenolic groups combined with an sp2 carbon spacer for low-molecular and high lipophilicity. The structure-activity relationship study of curcumin derivatives is described. Our results indicate that phenolic hydroxy groups and an alkenyl spacer are important structural factors for the inhibition of beta-site amyloid precursor protein cleaving enzyme 1 and, furthermore, non-competitive inhibition of enzyme activity is anticipated from an inhibitory kinetics experiment and docking simulation.
Proline-catalyzed aldol reactions of acyl cyanides with acetone: An efficient and convenient synthesis of 1,3-diketones
Shen, Zongxuan,Li, Bin,Wang, Lu,Zhang, Yawen
, p. 8785 - 8788 (2007/10/03)
The aldol-type addition of acetone towards (un)substituted benzoyl, heteroarylcarbonyl or α,β-unsaturated acyl cyanides was efficiently catalyzed by l-proline (30 mol %) to give 2-hydroxy-4-oxo-2-substituted pentanenitriles. Upon the treatment with sodium hydroxide, the adducts transformed to 1,3-diketones in good-to-excellent yield, furnishing an efficient and convenient method for the regioselective synthesis of 1,3-diketones.
Metal chelates of 6-aryl-5-hexene-2,4-diones
Venugopalan,Krishnankutty
, p. 472 - 473 (2007/10/03)
A series of 6-aryl-5-hexene-2,4-diones and their NiII, CuII, ZnII and PdII chelates of composition ML2 have been synthesised. The metal ion replaces the enol proton of the ligands with the formation o
Organic syntheses via transition metal complexes, LXXXVIII: 1-Metalla-1,3,5,7-octatetraenes from (1-alkynyl) carbene complexes of chromium and tungsten via [6-(1-alkenyl)]pyranylidene complexes
Yu, Zhengkun,Aumann, Rudolf,Froehlich, Roland,Roths, Klaus,Hecht, Juergen
, p. 187 - 198 (2007/10/03)
[6-(1-Ethenyl)]pyran-2-ylidene complexes 4a,b and [6-(1-butadienyl)]pyran-2-ylidene complexes 6a,b are obtained as major products together with the corresponding regioisomeric pyranylidene complexes 5a,b and 7a,b respectively as minor products by base-induced condensation of (1-alkynyl)carbene complexes (CO)5M=C(OEt)-C≡CPh 1a,b (M = Cr, W) with trans-6-phenyl-5-hexene-2,4-dione (2b) and trans,trans-8-phenyl-octa-5,7-diene-2,4-dione (2c) in moderate yields. X-ray data of the isomeric tungsten complexes 4b and 5b [C26H16O7W, blue (red), triclinic (monoclinic), space group P1 (P21/c), Z = 2 (4)] and the pyranylidene compound 6b [C28H18O7W, triclinic, space group P1, Z = 2] are reported. Amination of compound 4b with dimethylamine affords 1-metalla-1,3,5,7-octatetraenes (Z,Z,E)-9A and (Z,Z,E)-9B (2:1) in 89% total yield.
EFFICACIOUS ENTRY INTO SUBSTITUTED 5,6-DIHYDRO-4-HYDROXY-2H-PYRAN-2-ONES AND 2,3-DIHYDRO-4H-PYRAN-4-ONES UTILIZING KETONIC DIANIONS
Peterson, John R.,Winter, Tamara J.,Miller, Chris P.
, p. 949 - 964 (2007/10/02)
Methyl acetoacetate and 2,4-pentanedione dianions were condensed with aldehydes and ketones to afford a 1,3,5-trioxygenated carboskeleton.Intramolecular cyclization of the aldol adducts delivered the title compounds in good yield.
Pharmaceutical compositions containing 5-phenyl-1,3-dioxoalkenyl compounds
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, (2008/06/13)
This invention relates to pharmaceutical compositions containing a class of 5-phenyl-1,3-dioxoalkenyl compounds useful as inhibitors of leukotriene biosynthesis and thus useful in the treatment of conditions associated with leukotrienes. This invention al
Polycarbonylmethyl Derivatives: Reactions of 2-(3-Methyl-5-isoxazolyl)-1-phenylethanone
Eiden, Fritz,Patzelt, Gertrud
, p. 242 - 251 (2007/10/02)
Starting with the compound 11, the isoxazole derivatives 22a and 27a are synthesized.These compounds are transformed to the substituted isoxazoles 23, 25 and 28.Catalytic hydrogenation of the isoxazol derivatives 11, 15 and 23 gives the 1,3,5-tricarbonyl
An Improved Two-step Route for the Preparation of β-Diketones from Aldehydes and its Application to the Synthesis of β-Damascone
Pellicciari, Roberto,Fringuelli, Renata,Sisani, Ettore,Curini, Massimo
, p. 2566 - 2569 (2007/10/02)
α-Diazo-β-hydroxyketones, obtained by condensation of aldehydes with 1-diazo-1-lithioacetone, are efficiently transformed into the corresponding β-diketones by exposure to rhodium(II) acetate, The sequence is applied to a new synthesis of β-damascone (10).
