Reductive Formation of 1,5-Benzothiazepines

Lévai, Albert; Tóth, Gábor; Gondos, Tímea; Jekő, József; Brahmbhatt, D. I.

doi:10.3987/com-06-10702

Cited by 8 publications

(5 citation statements)

References 14 publications

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“…Results show a significant influence of the substituent position on kinetic rate constants and activation parameters. Some previous studies [18–22] of oxidations of similar natural products showed that hydroxylation occurs on the aromatic part of the molecule. Generally, hydroxylation is much faster than epoxidation, but epoxidation is energetically favored reaction.…”

Section: Resultsmentioning

confidence: 99%

Oxidative transformations of 4‐methylcoumarins using dimethyldioxirane

Ćavar¹,

Kovač²

2011

Journal of Heterocyclic Chem

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Efficient regioselective oxidation of the double CAC bond of 4-methylcoumarins with isolated dimethyldioxirane was performed, and related hydroxy and epoxy derivatives were obtained in good yields. All of obtained epoxides and most of hydroxy derivatives are novel compounds. The position of different electron-donating groups attached at the aromatic part of molecule shows significant influence on kinetics and course of the reaction.

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Section: Resultsmentioning

confidence: 99%

Oxidative transformations of 4‐methylcoumarins using dimethyldioxirane

Ćavar¹,

Kovač²

2011

Journal of Heterocyclic Chem

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“…Therefore they are useful materials in drug research. Formation of the N-acetyl derivatives of 2-pyrazolines is beneficial since the N-substituted 2-pyrazolines are stable compounds and can be used for biological and pharmaceutical trials without the risk of undesirable decomposition [4][5][6][7][8][9][10]. In addition, N-acetylated-2-pyrazolines found to be useful for the treatment of cancer are inhibitors of kinesin spindle protein (KSP) potentially [11].…”

Section: Introductionmentioning

confidence: 99%

“…Among the various pyrazoline isomers, 2-pyrazolines are the most frequently investigated compounds due to their important pharmacological properties, mainly as anti-inflammatory, antidepressant, antipyretic, antioxidant, antimicrobial, antifungal, and antitumor agents [4][5][6][7][8][9]. Therefore they are useful materials in drug research.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure and Thermal Properties of N-Acetyl-3-(2-furyl)-5-ferrocenyl-2-pyrazoline and N-Acetyl-3-(2-thienyl)-5-ferrocenyl-2-pyrazoline

et al. 2012

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Two novel ferrocenyl substituted N-acetyl-2-pyrazolines, N-acetyl-3-(2-furyl)-5-ferrocenyl-2-pyrazoline (3) and N-acetyl-3-(2-thienyl)-5-ferrocenyl-2-pyrazoline (4), have been synthesized and characterized by FTIR, 1 H-NMR, 13 C-NMR techniques, elemental analysis and X-ray structure analysis. Thermal properties of these compounds have been determined by TGA, DTA and DSC analysis. Compound 3 (C 19 H 18 N 2 O 2 Fe) crystallizes in the monoclinic space group P21/c and Z = 4, with a = 8.6970(4) Å , b = 18.4725(9) Å , c = 11.0041(5) Å , b = 110.942(3)°.Compound 4 (C 19 H 18 N 2 OSFe) crystallizes in the orthorhombic space group Fdd2 and Z = 16, with a = 84.242(2) Å , b = 13.5416(5) Å , c = 5.9405(2) Å , b = 90°. In terms of crystal packing, each compound shows different molecular arrangement, which are stabilized by C-HÁÁÁO intermolecular weak hydrogen bonds, and/or C-HÁÁÁp interactions.

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“…They are structural subunits in many complex natural products and have shown numerous pharmacological activities and therapeutic applications, such as anti‐HIV, anti‐tumor, anti‐hypertension, anti‐arrhythmia, anti‐osteoporosis, assuaging pain, preventing asthma, and antisepsis . Furthermore, they have also found application as photo sensitizers, fluorescent, and laser dyes , and represent useful synthetic building blocks in organic and medicinal chemistry .…”

Section: Introductionmentioning

confidence: 99%