Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts

Martina Stekrova, Päivi Mäki-Arvela, Ewelina Leino, Karolina Maduna Valkaj, Kari Eränen, Atte Aho, Annika Smeds, Narendra Kumar, Konstantin P. Volcho, Nariman F. Salakhutdinov, Dmitry Murzin

Research output: Contribution to journalArticleScientificpeer-review

4 Citations (Scopus)

Abstract

Benzodioxinols, compounds with 6-membered heterocycles containing two oxygen atoms, exhibit promising analgesic activity. In the current study, synthesis of dioxinol via two-step approach including Prins cyclization of isopulegol with benzaldehyde to tetrahydropyran and its ring-rearrangement to dioxinol was investigated. Different acidic and basic catalysts were studied in the second step and the highest selectivity toward dioxinol was achieved using mesoporous Ce-composite material.
Original languageUndefined/Unknown
Pages (from-to)56–62
JournalCatalysis Today
Volume279, Part 1
DOIs
Publication statusPublished - 2017
MoE publication typeA1 Journal article-refereed

Keywords

  • engineering education

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