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1 article(s) from Balogh, Balázs

Preparation of neuroprotective condensed 1,4-benzoxazepines by regio- and diastereoselective domino Knoevenagel–[1,5]-hydride shift cyclization reaction

László Tóth,
Yan Fu,
Hai Yan Zhang,
Attila Mándi,
Katalin E. Kövér,
Tünde-Zita Illyés,
Attila Kiss-Szikszai,
Balázs Balogh,
Tibor Kurtán,
Sándor Antus and
Péter Mátyus

Beilstein J. Org. Chem. 2014, 10, 2594–2602, doi:10.3762/bjoc.10.272

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Graphical Abstract

Figure 1: Pharmacologically active derivatives 1–4 containing the 1,4-benzoxazepine moiety or its analogue.

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Scheme 1: Domino Knoevenagel–[1,5]-hydride shift cyclization reaction for the preparation of condensed 1,4-be...

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Scheme 2: i) a) NaN₃, CF₃COOH, b) H₂O, Δ (77%); ii) LiAlH₄, dry THF, Δ (80%); iii) 11b, K₂CO₃, toluene, Δ (71...

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Figure 2: Lowest-energy conformers of a) trans-(2S,15aS)-7a (>99.9%) with the replacement of the N-methyl gro...

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Figure 3: Lowest-energy conformers of a) cis-(2R,15aS)-7a (99.4%) with the replacement of the N-methyl groups...

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Figure 4: HPLC-ECD spectra of the first-eluting (black curve) and second-eluting (red curve) enantiomers of a...

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Figure 5: Protective effect of compound 7a on hydrogen peroxide-induced neurotoxicity in SH-SY5Y cells. ^##P <...

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Figure 6: Protective effect of compound 7b on β-amyloid_25–35-induced neurotoxicity in SH-SY5Y cells. ^##P < 0....

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Published 06 Nov 2014

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