(4-(Adamantan-1-yl)-1-(isopropyl)-1H-imidazol-2-yl)methanol was prepared through a five-step process starting from commercially available 1-acetyladamantane. Each step proceeded in moderate-to-excellent yields and the overall yield across five steps 28%. The compound identified characterized by 1H 13C{1H} NMR, high-resolution mass spectroscopy, elemental analysis. This its derivatives have pote...

3,4-Dihydropyrimidin-2(1H)-ones were synthesised in high yields by one-pot three-component Biginelli condensation in the presence of room temperature ionic liquids such as 1-n-butyl-3-methylimidazolium tetrafluoroborate (BMImBF4) or hexafluorophosphorate (BMImPF6) as catalysts under solvent-free and neutral conditions. © 2001 Elsevier Science Ltd. All rights reserved. Recently, the interest in ...

Substituted 3-(fluoroacyloxy)quinoline-2,4(1H,3H)-diones including 3-(fluoroiodoacetoxy) derivatives react with triethyl phosphite to afford either the product of the Perkow reaction or the corresponding 4-ethoxyquinolin-2(1H)-one. In both reactions, the fluorocarboxylate anion acts as the first observed leaving group. This observation restricts the application of the intramolecular Horner-Wads...

The reaction of dibenzoylacetylene with 4-alkylaminocoumarins in THF/H2O (50:50) lead to 4-(alkylamino)-3-(1,4-dioxo-1,4-diphenylbut-2-en-2-yl)-2H-chromen-2-one derivatives in good yields. When the reaction carried-out in DMSO the cyclized products 2-hydroxy-1-alkyl-3-(2-oxo-2-phenylethylidene)-2-phenyl-2,3-dihydrochromeno [4,3-b] pyrrol-4(1H)-ones were formed in good yields.

A new series of pyrazoline derivatives 1b-12b was designed, synthesized and evaluated for antiproliferative activity against three cancer cell lines (HepG-2, Hela and A549). Additionally, NIH/3T3 cell cytotoxicity were tested and the structure activity relationships (SARs) were also determined. Among these new derivatives, the compounds 3-(4-fluorophenyl)-5-(3,4,5-trimethoxythiophenyl)-4,5-dihy...

Vilsmeier formylation of 2-(1-phenylhydrazonoethyl)naphtho[2,1-b]furan (2) gave 3-naphtho[2,1-b]furan-2-yl-1-phenyl-1H-pyrazole-4-carbaldehyde (3), which was reacted with C- and N-nucleophiles to afford naphthofuranpyrazol derivatives 4-8. Treatment of 2-[(3-(naphtho[2,1-b]furan-2-yl)-1-phenyl-1H-pyrazol-4-yl)methylene]-malononitrile (4a) with reactants having active hydrogen and Et₃N gave the ...

1H-Benzo[f]indazole-4,9-dione derivatives conjugated with C-protected amino acids (glycine, l-alanine, l-phenylalanine and l-glutamic acid) 6a-l were prepared by chemically modifying the prenyl substituent of 3-methyl-7-(4-methylpent-3-enyl)-1H-benzo[f]indazole-4,9-dione 2 through epoxidation, degradative oxidation, oxidation and N-acyl condensation reactions. The chemical structures of the syn...

3-Carboxy-1-sulfopyridin-1-ium chloride ([CPySO3H]+Cl-) as a novel ionic organocatalyst for thecondensation of aldehydes and 2-methylindole to synthesize bis(2-methyl-1H-indole) derivatives inacetonitrile at room temperature has been developed. Some tetrakis (2-methyl-1H-indole)derivatives have also been synthesized by the reaction of 2,2'-(butane-1,4-diylbis(oxy))dibenzaldehyde and 2-methylind...

Two approaches to tetrahydro-[1H]-2-benzazepin-4-ones of interest as potentially selective, muscarinic (M(3)) receptor antagonists have been developed. Base promoted addition of 2-(tert-butoxycarbonylamino)methyl-1,3-dithiane with 2-(tert-butyldimethylsiloxymethyl)benzyl chloride gave the corresponding 2,2-dialkylated 1,3-dithiane which was taken through to the dithiane derivative of the parent...