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

doi:10.1016/j.cattod.2016.03.046

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

Tutkimustuotos: Lehtiartikkeli › Artikkeli › Tieteellinen › vertaisarvioitu

5 Sitaatiot (Scopus)

Abstrakti

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.

Alkuperäiskieli	Ei tiedossa
Sivut	56–62
Julkaisu	Catalysis Today
Vuosikerta	279, Part 1
DOI - pysyväislinkit	https://doi.org/10.1016/j.cattod.2016.03.046
Tila	Julkaistu - 2017
OKM-julkaisutyyppi	A1 Julkaistu artikkeli, soviteltu

Keywords

engineering education

Pääsy asiakirjaan

10.1016/j.cattod.2016.03.046

http://www.sciencedirect.com/science/article/pii/S0920586116302279

Viittausmuodot

Stekrova, M., Mäki-Arvela, P., Leino, E., Maduna Valkaj, K., Eränen, K., Aho, A., Smeds, A., Kumar, N., Volcho, K. P., Salakhutdinov, N. F., & Murzin, D. (2017). Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts. Catalysis Today, 279, Part 1, 56–62. https://doi.org/10.1016/j.cattod.2016.03.046

Stekrova, Martina ; Mäki-Arvela, Päivi ; Leino, Ewelina ; Maduna Valkaj, Karolina ; Eränen, Kari ; Aho, Atte ; Smeds, Annika ; Kumar, Narendra ; Volcho, Konstantin P. ; Salakhutdinov, Nariman F. ; Murzin, Dmitry. / Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts. Julkaisussa: Catalysis Today. 2017 ; Vuosikerta 279, Part 1. Sivut 56–62.

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

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.",

keywords = "engineering education, engineering education, engineering education",

author = "Martina Stekrova and P{\"a}ivi M{\"a}ki-Arvela and Ewelina Leino and {Maduna Valkaj}, Karolina and Kari Er{\"a}nen and Atte Aho and Annika Smeds and Narendra Kumar and Volcho, {Konstantin P.} and Salakhutdinov, {Nariman F.} and Dmitry Murzin",

note = "tk. 3pk EuropaCat XII: Catalysis for Chemical Synthesis",

year = "2017",

doi = "10.1016/j.cattod.2016.03.046",

language = "Odefinierat/ok{\"a}nt",

volume = "279, Part 1",

pages = "56–62",

journal = "Catalysis Today",

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Stekrova, M, Mäki-Arvela, P, Leino, E, Maduna Valkaj, K, Eränen, K , Aho, A , Smeds, A , Kumar, N, Volcho, KP, Salakhutdinov, NF & Murzin, D 2017, 'Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts', Catalysis Today, Vuosikerta 279, Part 1, Sivut 56–62. https://doi.org/10.1016/j.cattod.2016.03.046

Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts. / Stekrova, Martina; Mäki-Arvela, Päivi; Leino, Ewelina; Maduna Valkaj, Karolina; Eränen, Kari ; Aho, Atte ; Smeds, Annika ; Kumar, Narendra; Volcho, Konstantin P.; Salakhutdinov, Nariman F.; Murzin, Dmitry.

julkaisussa: Catalysis Today, Vuosikerta 279, Part 1, 2017, s. 56–62.

Tutkimustuotos: Lehtiartikkeli › Artikkeli › Tieteellinen › vertaisarvioitu

TY - JOUR

T1 - Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts

AU - Stekrova, Martina

AU - Mäki-Arvela, Päivi

AU - Leino, Ewelina

AU - Maduna Valkaj, Karolina

AU - Eränen, Kari

AU - Aho, Atte

AU - Smeds, Annika

AU - Kumar, Narendra

AU - Volcho, Konstantin P.

AU - Salakhutdinov, Nariman F.

AU - Murzin, Dmitry

N1 - tk. 3pk EuropaCat XII: Catalysis for Chemical Synthesis

PY - 2017

Y1 - 2017

N2 - 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.

AB - 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.

KW - engineering education

U2 - 10.1016/j.cattod.2016.03.046

DO - 10.1016/j.cattod.2016.03.046

M3 - Artikel

VL - 279, Part 1

SP - 56

EP - 62

JO - Catalysis Today

JF - Catalysis Today

SN - 0920-5861

ER -