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Глушков, В. А.; Shklyaev, Yu. V.

doi:10.1023/a:1011958810129

Cited by 125 publications

(71 citation statements)

References 84 publications

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“…We investigated the one-pot reaction scope of substituted 2-chlorobenzamides containing amino acids with substituted phenylacetonitriles (2). As shown in Table 4, the reactions provided the corresponding products in moderate to good yields.…”

Section: Resultsmentioning

confidence: 99%

“…In the cascade reactions of 2-bromobenzamides containing amino acid methyl esters with substituted phenylacetonitriles or malononitrile (2), no ligand or additive were required and the result showed the orthosubstituent effect [11d,e] of the amide in 1. Therefore, a possible mechanism was proposed in Scheme 3.…”

Section: Resultsmentioning

confidence: 99%

“…[1] Isoquinolinone derivatives widely exist in natural products, [2] and they are also versatile building blocks for the total synthesis of natural alkaloids.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Efficient Copper‐Catalyzed Synthesis of Poly‐N‐Heterocycles Containing Amino Acid Residues

Liu

Wang

Yang

et al. 2011

Chemistry A European J

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An efficient copper-catalyzed method has been developed for the synthesis of poly-N-heterocycles containing amino acid residues. The protocol uses readily available 2-halobenzamides containing amino acids and their methyl esters, substituted phenylacetonitriles, and malononitrile as the starting materials and the reactions were performed well under mild conditions. The method should provide a novel and useful strategy for synthesis of N-heterocyclic compounds.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Efficient Copper‐Catalyzed Synthesis of Poly‐N‐Heterocycles Containing Amino Acid Residues

Liu

Wang

Yang

et al. 2011

Chemistry A European J

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“…Isoquinolines are alkaloids found in several bioactive natural products [14][15][16][17]. They are biogenetically derived from phenylalanine [18], and exhibit antidepressant [19], anti-inflammatory [20] and analgesic [21,22] characteristics.…”

Section: Introductionmentioning

confidence: 99%

New cholinesterase inhibitors for Alzheimer’s disease: Structure Activity Studies (SARs) and molecular docking of isoquinolone and azepanone derivatives

Bacalhau

Juan

Marques

et al. 2016

Bioorganic Chemistry

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a b s t r a c tA library of isoquinolinone and azepanone derivatives were screened for both acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) activity. The strategy adopted included (a) in vitro biological assays, against eel AChE (EeAChE) and equine serum BuChE (EqBuChE) in order to determine the compounds IC 50 and their dose-response activity, consolidated by (b) molecular docking studies to evaluate the docking poses and interatomic interactions in the case of the hit compounds, validated by STD-NMR studies. Compound (1f) was identified as one of these hits with an IC 50 of 89.5 lM for EeAChE and 153.8 lM for EqBuChE, (2a) was identified as a second hit with an IC 50 of 108.4 lM (EeAChE) and 277.8 lM (EqBuChE). In order to gain insights into the binding mode and principle active site interactions of these molecules, (R)-(1f) along with 3 other analogues (also as the R-enantiomer) were docked into both RhAChE and hBuChE models. Galantamine was used as the benchmark. The docking study was validated by performing an STD-NMR study of (1f) with EeAChE using galantamine as the benchmark.

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“…8 The rst synthetic approach to these molecules was reported by Gabriel and Colman, 9 and since then many other pioneering synthetic approaches have been developed. 4,10,11 Despite the effectiveness of these methods, some limitations such as long reaction times, low yields, tedious work-up procedures and the use of toxic and expensive reagents or catalysts, including laborious synthetic sequences, were found.…”

Section: Introductionmentioning

confidence: 99%

Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

2015

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We report an innovative and simple three step high yielding synthesis of a library of 14 chiral isoquinolinone and azepinone derivatives with benzyl, pyridyl and thiophene cores starting from amidoarylboronic acid aldehydes. These products have potential for treating neurodegenerative diseases. The key reaction in this synthetic pathway was an efficient metal-catalyzed (with Rh, Cu and Pd catalysts) intramolecular cyclization. A maximum yield of 87% was obtained using a Rh(I) catalyst.

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Untitled

Cited by 125 publications

References 84 publications

Efficient Copper‐Catalyzed Synthesis of Poly‐N‐Heterocycles Containing Amino Acid Residues

Efficient Copper‐Catalyzed Synthesis of Poly‐N‐Heterocycles Containing Amino Acid Residues

New cholinesterase inhibitors for Alzheimer’s disease: Structure Activity Studies (SARs) and molecular docking of isoquinolone and azepanone derivatives

Transition-metal-catalyzed intramolecular cyclization of amido(hetero)arylboronic acid aldehydes to isoquinolinones and derivatives

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