Application of partially aromatic ortho-quionone-methides for the synthesis of novel naphthoxazines with improved antibacterial activity

Hegedűs, Dóra; Szemerédi, Nikoletta; Spengler, Gabriella; Szatmári, István

doi:10.1016/j.ejmech.2022.114391

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The Other Fused-heterocycles1

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2023

2024

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Cited by 7 publications

(1 citation statement)

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“…Regarding the biological results, it can be concluded that in the case of some compounds antibacterial effect was observed on the reference S. aureus ATCC 25923 strain. 79…”

Section: The Other Fused-heterocyclesmentioning

confidence: 99%

Recent advances in the transformation reactions of the Betti base derivatives

Olyaei,

Sadeghpour

2024

RSC Adv.

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“…Regarding the biological results, it can be concluded that in the case of some compounds antibacterial effect was observed on the reference S. aureus ATCC 25923 strain. 79…”

Section: The Other Fused-heterocyclesmentioning

confidence: 99%

Recent advances in the transformation reactions of the Betti base derivatives

Olyaei,

Sadeghpour

2024

RSC Adv.

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Construction of Functionalized ortho‐Naphthoquinone Methides via Site‐Selective Ring Opening of 1‐Siloxy‐1,4‐epoxy‐1,4‐dihydronaphthalenes

Aijima,

Komagawa,

Akai

et al. 2023

Adv Synth Catal

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Abstract1‐Siloxy‐4‐(benzyloxy)methyl‐1,4‐epoxy‐1,4‐dihydronaphthalenes, generated from benzynes and furans, underwent automatic site‐selective ring opening because of the synergetic effect of the steric strain of the 1,4‐epoxy moiety and the electron‐donating ability of the siloxy group on the acetal structure to afford the precursors of ortho‐naphthoquinone methides (o‐NQMs). Subsequent Lewis acid‐facilitated o‐NQM formation and annulation with olefins afforded multi‐fused heterocycles. Notably, the consecutive hexacyclic skeleton of rubioncolin B was constructed via solvent‐dependent regioselective annulation of naphthofuran derivatives.

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