Facile One-Pot Synthesis of Benzo[h]isoquinolines via Strong Acid Triggered [1,2]-Sigmatropic Rearrangement: A theoretical and experimental studies

V. M. Boitsov, N. A. Knyazev, S. V. Shmakov, S. Y.U. Vyazmin, D. M. Nikolaev, O. B. Chakchir, A. V. Stepakov

Результат исследований: Научные публикации в периодических изданияхстатьярецензирование

Аннотация

Benzo[h]isoquinoline scaffold is of interest as a rigid subunit that can be useful for constructing biologically active products. However, no good-yielded synthetic pathway to this ring system has been reported yet. Herein, a facile one-pot synthesis from N-aryl itaconimides and 1,3-diarylisobenzofuran via strong acid triggered skeletal rearrangement reaction is described. Theoretical study for this rearrangement is provided at M11/cc-pVDZ level of theory. Antitumor activity of obtained benzo[h]isoquinoline derivatives against human erythroleukemia K562 cell line was evaluated in vitro by MTS-assay.

Язык оригиналаанглийский
Страницы (с-по)2133-2138
Число страниц6
ЖурналAsian Journal of Chemistry
Том31
Номер выпуска9
DOI
СостояниеОпубликовано - 2019

Предметные области Scopus

  • Химия (все)

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