Abstract:
A technologically advanced protocol has been developed for converting plant allyl(polyalkoxy)benzenes to methyl- and propyl(polyalkoxy)benzenes being intermediates in the syntheses of coenzyme Q0 analogues. The key stage of allyl and benzaldehyde moieties hydrogenation was carried out in a periodical autoclave mode on highly porous ceramic block Pd-catalysts. These catalysts possess large surface area, low hydraulic resistance, significant thermal and mechanical stabililty, multiple cycling and easy regeneration, which can dramatically reduce Pd consumption.
Citation:
A. E. Varakutin, E. A. Muravsky, I. Yu. Shinkarev, V. N. Khrustalev, V. V. Semenov, “Hydrogenation of plant polyalkoxybenzene derivatives: convenient access to coenzyme Q0 analogues”, Mendeleev Commun., 30:5 (2020), 599–601
Linking options:
https://www.mathnet.ru/eng/mendc1264
https://www.mathnet.ru/eng/mendc/v30/i5/p599
This publication is cited in the following 6 articles:
Pablo J. Baricelli, Gabriela T. Cruz, María Modroño-Alonso, Lissette Jiménez, Merlín Rosales, William Castro, Francisco López Linares, “A combined catalytic and kinetic study of the aqueous-biphasic hydrogenation of allylbenzenes by using a dihydride-ruthenium complex containing tri(sodium-o-sulfonatedphenylphosphine) ligands”, Journal of Organometallic Chemistry, 1005 (2024), 122996
Natalia V. Moiseeva, Aleksey E. Sokolov, Ivan A. Andreev, Nina K. Ratmanova, Igor V. Trushkov, Vladimir A. Kokorekin, “Electrooxidative Thiocyanation of Hydroxy‐ and Alkoxybenzenes”, Eur J Org Chem, 2024
Dmitry V. Tsyganov, Victor V. Semenov, “4,7-Dimethoxy-6-propyl-2H-1,3-benzodioxole-5-carbaldehyde”, Molbank, 2023:3 (2023), M1676
Pablo J. Baricelli, Gabriela T. Cruz, María Modroño-Alonso, Lissette Jiménez, Merlín Rosales, William Castro, Francisco López Linares, “Catalytic Hydrogenation of Naturally Occurring Allylbenzenes by the Water-Soluble Complex Ru(H)2(Co)(O-Tppts)3 in Aqueous Biphasic System”, SSRN Journal, 2022
Dmitry V. Tsyganov, Alexander V. Samet, Eugenia A. Silyanova, Vladimir I. Ushkarov, Alexander E. Varakutin, Natalia B. Chernysheva, Roman N. Chuprov-Netochin, Andrey A. Khomutov, Anna S. Volkova, Sergey V. Leonov, Marina N. Semenova, Victor V. Semenov, “Synthesis and Antiproliferative Activity of Triphenylphosphonium Derivatives of Natural Allylpolyalkoxybenzenes”, ACS Omega, 7:4 (2022), 3369
S. A. Rzhevskiy, M. A. Topchiy, V. N. Bogachev, L. I. Minaeva, I. R. Cherkashchenko, K. V. Lavrov, G. K. Sterligov, M. S. Nechaev, A. F. Asachenko, “Solvent-free palladium-catalyzed C–O cross-coupling of (hetero)aryl halides with primary alcohols”, Mendeleev Commun., 32:2 (2022), 258–259
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