Studies on the antifungal action of potential steroid inhibitors

Matolcsy, György; Kovács, Miklós; Tüske, M.; Tóth, Béla

doi:10.1007/bf03041419

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2019

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Cited by 7 publications

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“…23 Subsequent cyclization in the presence of concentrated H 2 SO 4 afforded the condensed quinoxaline 4a, which is a pharmacophoric structure motif with antifungal activity (Scheme 3b). 24 To probe the possible reaction mechanism, some control experiments were carried out (Scheme 4). The radical scavengers TEMPO (2,2,6,6-tetramethylpiperidine, 1-oxy) and DPE (1,1diphenylethylene) resulted in yields of 68% and 55%, respectively (eqn (1)), which indicated that a radical pathway might not be involved in this reaction.…”

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confidence: 99%

PIDA-mediated intramolecular oxidative C–N bond formation for the direct synthesis of quinoxalines from enaminones

et al. 2019

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A intramolecular oxidative C(sp 2 )-N bond formation mediated by hypervalent iodine(III) to obtain quinoxalines from readily available N-(2-acetaminophenyl)enaminones was developed. A tandem process involving PIDA-mediated intramolecular condensation cyclization and a subsequent elimination was postulated, which was highly efficient and metal-free under mild conditions. Moreover, flexible structural modifications of quinoxalines bearing carbonyl groups are of interest for further transformations as building blocks in organic synthesis.

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confidence: 99%