Aldoximanhydrid‐N‐oxide

Pindur, U.; Unterhalt, B.

doi:10.1002/ardp.19793120403

Cited by 6 publications

(6 citation statements)

References 4 publications

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“…Ϫ IR (KBr): ν ϭ 1655 cm 1600, 1575, 1471, 1456, 1423, 1340, 1235, 1212, 1164, 1146 (2E)-3-(2,4,6-Trimethoxyphenyl)propenal Oxime (2d): The synthesis was based on a procedure for aryl-substituted acrolein oximes. [8] 250 mg (1.1 mmol) of 5 and 390 mg (5.6 mmol, 5.1 equiv.) of hydroxylammonium chloride were dissolved in 50 mL of dry ethanol.…”

Section: (E)-3-(246-trimethoxyphenyl)propenal (5)mentioning

confidence: 99%

“…For preparing isoxazolo-fullerene 1e, the addition of the tosylated sodium nitronate 4e [5] proved successful. The oximes 2b, 2fϪ2h, and 2m have been described previously [6,7,8,9,10] (Scheme 1). The new oxime 2d was obtained from the corresponding aldehyde 5, which was synthesized for the first time by a Wittig reaction of 2,4,6-trimethoxybenzaldehyde [11] with formylmethylene-triphenylphosphorane.…”

Section: Synthesis and Analysismentioning

confidence: 99%

“…[7] (2E)-3-(2-Thienyl)propenal Oxime (2g): The synthesis was carried out according to a literature procedure. [8] (2E,4E)-5-(2-Thienyl)penta-2,4-dienal Oxime (2h): A literature procedure was supplemented by chromatography (silica gel, AcOEt) to obtain this product. [9] 2-(2-Thienyl)benzaldoxime (2i): 350 mg (1.9 mmol) of 2-(2-thienyl)-benzaldehyde [13] was dissolved in 50 mL of ethanol.…”

Section: (E)-3-(246-trimethoxyphenyl)propenal (5)mentioning

confidence: 99%

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Substituent Effects on Redox Properties and Photoinduced Electron Transfer in Isoxazolo-Fullerenes

Irngartinger¹,

Fettel

Escher

et al. 2000

Eur. J. Org. Chem.

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Section: (E)-3-(246-trimethoxyphenyl)propenal (5)mentioning

confidence: 99%

Section: Synthesis and Analysismentioning

confidence: 99%

Section: (E)-3-(246-trimethoxyphenyl)propenal (5)mentioning

confidence: 99%

See 1 more Smart Citation

Substituent Effects on Redox Properties and Photoinduced Electron Transfer in Isoxazolo-Fullerenes

Irngartinger¹,

Fettel

Escher

et al. 2000

Eur. J. Org. Chem.

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“…[39][40][41][42][43] The indole skeleton is present in the structure of many synthetic and natural products with high structural complexities and biologically active molecules. [44][45][46] Presently, indole-based macrocyclic motifs are gaining importance as antimicrobial and anticancer agents in medicinal research.…”

Section: Applications Of Indole-based Macrocyclesmentioning

confidence: 99%

Medicinal applications of (benz)imidazole‐ and indole‐based macrocycles

Patil

2017

Chem Biol Drug Des

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Macrocyclic chemistry is one of the emerging research areas in the chemical science.Macrocyclic compounds continue to attract significant attention due to their numerous possible applications particularly in the areas like biology, catalysis and industry.This review article summarizes the developments and advances in synthesis and medicinal applications of macrocyclic compounds derived from (benz)imidazoleand indole-based heterocycles. Important medicinal applications of (benz)imidazoleand indole-based macrocycles include antimicrobial and anticancer activities. The representative lead compounds in each series of macromolecules have been discussed. All these initial lead breakthroughs help validate the great potential of (benz) imidazole-and indole-based macrocyclic compounds as a class of effective medicinal agents. S P E C I A L I S S U E A R T I C L E Medicinal applications of (benz)imidazole-and indole-based macrocyclesA macrocycle is a compound that contains a cyclic structure of at least twelve or more atoms. Macrocyclic compounds are natural or synthetic polydentate compounds, containing their donor atoms either incorporated in or less commonly attached to a cyclic backbone. Macrocyclic compounds having heteroatoms are important compounds with broad spectrum of biological activities [1][2][3][4][5][6][7] apart from their potential applications in supramolecular chemistry, catalysis and new materials. [8,9] Over the last few years, macrocyclic chemistry has attracted lot of interest and has become a growing area of research in inorganic and organic chemistry in view of its biological importance. [1][2][3][4] Compared to linear peptide macromolecules, cyclic macromolecules provide improved stability and membrane permeability. These factors were clearly demonstrated in the development of hepatitis C virus (HCV) NS3 protease inhibitor, BILN2061. To optimize multiparameters such as aqueous solubility, microsomal stability and lipophilicity, Zapf et al. used the twelve-membered macrocycles as a promising platform to generate potent Hsp90 inhibitors. Their detailed study revealed that as ring size increased aqueous solubility and microsome stability were decreased whereas lipophilicity increased with increasing ring size.[ [10][11][12][13][14] Within different classes of macrocycles, (benz)imidazoleand indole-based macrocycles have received a great deal attention in drug discovery. These compounds exhibit biological activity as antimicrobial and anticancer agents because of their specific structures. Presently, the syntheses of (benz)imidazole-and indole-based macrocycles have received an increasing attention to synthetic (inorganic and organic) chemists and biologists. Therefore, the newly emerging interest in the antimicrobial and anticancer applications of (benz)imidazole-and indole-based macrocycles led us to examine the few accounts available in the recent literature dealing with this area of research. In this review article, we focus on the synthesis and biological applications such as antimicrobial and a...

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“…The starting INC was prepared according to the literature [6], via a cyclization reaction of di(1H-indol-3yl)methane (DIM) obtained from indole and formaldehyde by Mannich reaction. Then, N-alkylated INC was prepared by a substitution reaction between various alkyl iodides and INC anion derived from the reaction of INC with sodium hydride in DMF, as shown in Scheme 1.…”

Section: Preparation Of N-alkylated Incmentioning

confidence: 99%

Syntheses and Photonic Properties of Indolocarbazole Derivatives

Akimoto

Kawano

et al. 2009

Trans. Mat. Res. Soc. Japan

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In this study, the syntheses of indolo[3,2-b]carbazole (INC) derivatives have been investigated, which possessed the planer and conjugated structure and showed the strong blue fluorescence by the irradiation of UV light. In order to improve the solubility of INC, N-alkylated INC derivatives were prepared by the reaction of INC with NaH followed by the addition of alkyl halides, the carbon numbers of which were C 1-C 10. The obtained alkylated INCs were soluble in some solvents, and the unique thermal properties were observed for the alkylated INCs with a long alkyl chain, which became amorphous after melting and showed the mesomorphic-like transitions. According to the fluorescence spectroscopy, these alkylated INC derivatives exhibited the strong emission, the quantum yield of which was about 0.50. On the other hand, the INC derivative containing an octyl group and a p-vinylbenzyl group at N-positions was prepared as a monomer compound to obtain polystyrenetype polymer with INC moiety by a radical polymerization. It was found that the polymer was a glassy polymer and the coating film was easily prepared. In addition, the obtained polymer exhibited a high thermal stability, which maintained the high emission property of INC moiety.

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Aldoximanhydrid‐N‐oxide

Cited by 6 publications

References 4 publications

Substituent Effects on Redox Properties and Photoinduced Electron Transfer in Isoxazolo-Fullerenes

Substituent Effects on Redox Properties and Photoinduced Electron Transfer in Isoxazolo-Fullerenes

Medicinal applications of (benz)imidazole‐ and indole‐based macrocycles

Syntheses and Photonic Properties of Indolocarbazole Derivatives

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