We report a domino protocol for the synthesis of furanyl 1,2-diketones from dialkynyl-1,6-diols. This one-step approach combines cyclization and oxidation, providing a streamlined and easy-to-perform synthetic route. The reaction has a broad substrate scope, accommodating both symmetrical and unsymmetrical 1,6-diols with various substituents on the aromatic rings. Consistently high regioselectivity is observed, according to the electronic properties of aromatics. Additionally, the method is successfully applied to the one-pot synthesis of substituted 2-(furan-2-yl)quinoxalines, demonstrating its utility in the rapid construction of complex heterocyclic structures.
Domino Synthesis of Furanyl‐1,2‐Diketones and One‐Pot Access to Furan‐Containing Quinoxalines / Chiarini, M., Fabrizi, G., Gazzilli, Y., Goggiamani, A., Iazzetti, A., Marrone, F., Zoppoli, R.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 29:31(2026). [10.1002/ejoc.70682]
Domino Synthesis of Furanyl‐1,2‐Diketones and One‐Pot Access to Furan‐Containing Quinoxalines
Fabrizi, Giancarlo;Gazzilli, Yuri;Goggiamani, Antonella;Iazzetti, Antonia
;Marrone, Federico;Zoppoli, Roberta
2026
Abstract
We report a domino protocol for the synthesis of furanyl 1,2-diketones from dialkynyl-1,6-diols. This one-step approach combines cyclization and oxidation, providing a streamlined and easy-to-perform synthetic route. The reaction has a broad substrate scope, accommodating both symmetrical and unsymmetrical 1,6-diols with various substituents on the aromatic rings. Consistently high regioselectivity is observed, according to the electronic properties of aromatics. Additionally, the method is successfully applied to the one-pot synthesis of substituted 2-(furan-2-yl)quinoxalines, demonstrating its utility in the rapid construction of complex heterocyclic structures.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.


