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Mendeleev Communications, 2025, Volume 35, Issue 1, Pages 14–17
DOI: https://doi.org/10.71267/mencom.7571
(Mi mendc16)
 

Communications

One-pot synthesis of pyrrolooxazoles from pyrrolyl acetylenic ketones and natural aldehydes

D. N. Tomilina, S. A. Stepanovaab, L. N. Sobeninaa, L. A. Oparinaa, I. A. Ushakova, B. A. Trofimova

a A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation
b Irkutsk National Research Technical University, 664074 Irkutsk, Russian Federation
References:
Abstract: Natural aldehydes and some of their derivatives undergo base-catalyzed [3 + 2]-cyclization with pyrrolyl acetylenic ketones in a click-like manner (Et2O, KOH, room temperature) to afford pyrrolo[1,2-c]oxazoles in up to 77% yield, a novel family of pharmaceutically prospective compounds.
Keywords: pyrrolyl acetylenic ketones, natural aldehydes, citral, cinnamaldehyde, vanillin, syringaldehyde, 3,4-di- and 3,4,5-trimethoxybenzaldehydes, pyrrolo[1,2-c]oxazoles, cyclization.
Funding agency Grant number
Project plan in the State Register of the IPC RAS 122041100031-5
Received: 16.07.2024
Accepted: 10.09.2024
Published: 24.01.2025
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (2.1 Mb)


Citation: D. N. Tomilin, S. A. Stepanova, L. N. Sobenina, L. A. Oparina, I. A. Ushakov, B. A. Trofimov, “One-pot synthesis of pyrrolooxazoles from pyrrolyl acetylenic ketones and natural aldehydes”, Mendeleev Commun., 35:1 (2025), 14–17
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