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Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts. / Stekrova, Martina; Mäki-Arvela, Päivi; Leino, Ewelina et al.

In: Catalysis Today, Vol. 279, 01.01.2017, p. 56-62.

Research output: Contribution to journal › Article › peer-review

Harvard

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

APA

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

Vancouver

Stekrova M, Mäki-Arvela P, Leino E, Valkaj KM, Eränen K, Aho A et al. Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts. Catalysis Today. 2017 Jan 1;279:56-62. doi: 10.1016/j.cattod.2016.03.046

Author

Stekrova, Martina ; Mäki-Arvela, Päivi ; Leino, Ewelina et al. / Two-step synthesis of monoterpenoid dioxinols exhibiting analgesic activity from isopulegol and benzaldehyde over heterogeneous catalysts. In: Catalysis Today. 2017 ; Vol. 279. pp. 56-62.

BibTeX

@article{0fb91c491f104077b9e0317058699b0d,
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 = "Benzaldehyde, Benzodioxinols, Isomerization, Isopulegol, Mesoporous material, Prins cyclization, Terpenoid, Zeolite, ZEOLITE-BETA, MCM-41, AL, ALUMINUM, REALUMINATION, ALPHA-PINENE OXIDE, FRAMEWORK, CYCLIZATION",
author = "Martina Stekrova and P{\"a}ivi M{\"a}ki-Arvela and Ewelina Leino and Valkaj, {Karolina M.} and Kari Er{\"a}nen and Atte Aho and Annika Smeds and Narendra Kumar and Volcho, {Konstantin P.} and Salakhutdinov, {Nariman F.} and Murzin, {Dmitry Yu}",
note = "Publisher Copyright: {\textcopyright} 2016 Elsevier B.V.",
year = "2017",
month = jan,
day = "1",
doi = "10.1016/j.cattod.2016.03.046",
language = "English",
volume = "279",
pages = "56--62",
journal = "Catalysis Today",
issn = "0920-5861",
publisher = "Elsevier",

}

RIS

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 - Valkaj, Karolina M.

AU - Eränen, Kari

AU - Aho, Atte

AU - Smeds, Annika

AU - Kumar, Narendra

AU - Volcho, Konstantin P.

AU - Salakhutdinov, Nariman F.

AU - Murzin, Dmitry Yu

N1 - Publisher Copyright: © 2016 Elsevier B.V.

PY - 2017/1/1

Y1 - 2017/1/1

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 - Benzaldehyde

KW - Benzodioxinols

KW - Isomerization

KW - Isopulegol

KW - Mesoporous material

KW - Prins cyclization

KW - Terpenoid

KW - Zeolite

KW - ZEOLITE-BETA

KW - MCM-41

KW - AL

KW - ALUMINUM

KW - REALUMINATION

KW - ALPHA-PINENE OXIDE

KW - FRAMEWORK

KW - CYCLIZATION

UR - http://www.scopus.com/inward/record.url?scp=84964330962&partnerID=8YFLogxK

U2 - 10.1016/j.cattod.2016.03.046

DO - 10.1016/j.cattod.2016.03.046

M3 - Article

AN - SCOPUS:84964330962

VL - 279

SP - 56

EP - 62

JO - Catalysis Today

JF - Catalysis Today

SN - 0920-5861

ER -

ID: 8969352