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., 2025, Volume 35, Issue 1,Pages <nobr>14

Communications

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

D. N. Tomilin^a, S. A. Stepanova^ab, L. N. Sobenina^a, L. A. Oparina^a, I. A. Ushakov^a, B. A. Trofimov^a

^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

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.

Received: 16.07.2024
Accepted: 10.09.2024

Language: English

DOI: 10.71267/mencom.7571

	*Supplementary materials:*
		Supplementary_data_1.pdf	2.1 Mb