Heterocyclic Compounds from Schiff's Bases

Stephens, F. F.

doi:10.1038/164243a0

Cited by 10 publications

(5 citation statements)

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“…C6H,CH2N=CHCH(OCzH5)z 5 aN ! N-Nitrobenzylidene-o-phenylenediamines are oxidized with lead tetraacetate in acetic acid to give the nitro-substituted benzoxazoles (262,263).…”

Section: A Reactions Involving Ring Formationmentioning

confidence: 99%

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The Chemistry of Imines.

Layer¹

1963

Chem. Rev.

1,000

458

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“…C6H,CH2N=CHCH(OCzH5)z 5 aN ! N-Nitrobenzylidene-o-phenylenediamines are oxidized with lead tetraacetate in acetic acid to give the nitro-substituted benzoxazoles (262,263).…”

Section: A Reactions Involving Ring Formationmentioning

confidence: 99%

“…-o-phenylenediamines are oxidized with lead tetraacetate in acetic acid to give the nitro-substituted benzoxazoles(262,263). and sulfur at 280°g ives2- …”

mentioning

confidence: 99%

The Chemistry of Imines.

Layer¹

1963

Chem. Rev.

1,000

458

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“…Let us examine the work done from past to present synthesis of such compounds started in 1910. Studies in these years focused on synthesis [1][2][3][4][5][6]. As the variety and number of synthesized bases increased, researchers began to study the different properties of these substances.…”

Section: Introductionmentioning

confidence: 99%

A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

Kökbudak¹,

Türkmenoğlu²,

Akkoç³

2022

Adıyaman University Journal of Science

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Schiff base derivatives are some of the most widely used organic compounds for industrial purposes and they exhibit a broad range of biological activities. In this paper, a new Schiff base derivative (2) synthesized from the condensation reaction of 1-amino-5-benzoyl)-4phenylpyrimidine-2(1H)-thione (1) with 2-chlorobenzaldehyde. The new compound was characterized by 1 H, 13 C NMR, and FT-IR. The biological activity property of this compound was tested against two different cancer cell lines and a healthy human cell line. The results demonstrate that molecule 2 has antiproliferative activity. In molecular modeling studies, the interaction site was examined using the epidermal growth factor receptor (EGFR) tyrosine kinase domain. Alignment in molecular docking, surface mapping binding, amino acids, and binding energy calculated. Glide score energy was found to be -9.820 kcal/mol and it predicted that the bonding interaction is strong. Theoretical calculations were made to compare the experimental and theoretical data. These calculations were performed on the 6-31 G* basis set using the Density Functional Theory (DFT) method and Becke-3-Parameter-Lee-Yang-Parr (B3LYP).

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“…To date, various methods have been reported for the synthesis of 2-alkylated and 2-arylated benzoxazoles, as well as related heterocycles. Among the more traditional approaches are reactions between 2-aminophenols and carboxylic acid derivatives, such as carboxylic acids, ,,,− carboxylic acid chlorides, ,, carboxylic acid anhydrides, and carboxylic amides; , reactions between 2-aminophenols and aldehydes followed by oxidation; intramolecular cyclizations of N -(2-haloaryl)carboxamides under strong basic conditions; and the ring contraction of 1,4-benzoxazinones . More recently, a number of Cu-catalyzed approaches to the benzoxazole ring system have been discovered, including the intramolecular cyclization of N -(2-haloaryl)carboxamides, the intramolecular oxidative C–O coupling of N -(2-aryl)carboxamides, the reaction between 1,2-dihaloarenes and carboxamides, as well as the reaction between 2-bromoanilines and acyl chlorides .…”

Section: Introductionmentioning

confidence: 99%

Reaction of 1-Nitroso-2-naphthols with α-Functionalized Ketones and Related Compounds: The Unexpected Formation of Decarbonylated 2-Substituted Naphtho[1,2-d][1,3]oxazoles

et al. 2012

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Reactions between 1-nitroso-2-naphthols and α-functionalized ketones such as α-bromo-, α-chloro-, α-mesyloxy-, α-tosyloxy-, and α-hydroxy ketones under basic conditions delivered 2-substituted naphtho[1,2-d][1,3]oxazoles in a single synthetic operation. The product formation was accompanied by the unexpected loss of the C═O group from the α-functionalized ketones. With aryl bromides, allyl bromides, α-bromo diketones, α-bromo cyanides, α-bromoesters, and α-bromo ketoesters as substrates the formation of naphtho[1,2-d][1,3]oxazoles was also observed. The transformations were performed in 1,2-dichloroethane or acetonitrile under reflux and gave the corresponding naphthoxazoles with yields ranging between 52% and 85%.

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Heterocyclic Compounds from Schiff's Bases

Cited by 10 publications

References 0 publications

The Chemistry of Imines.

The Chemistry of Imines.

A New Schiff Base Molecule Prepared from Pyrimidine-2-thione: Synthesis, Spectral Characterization, Cytotoxic Activity, DFT, and Molecular Docking Studies

Reaction of 1-Nitroso-2-naphthols with α-Functionalized Ketones and Related Compounds: The Unexpected Formation of Decarbonylated 2-Substituted Naphtho[1,2-d][1,3]oxazoles

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