Photocatalytic transformation of aliphatic heterocycles and electron-poor alkenes into functionalized heteroarenes

Di Terlizzi, Lorenzo and Ravelli, Davide and Koenig, Burkhard (2025) Photocatalytic transformation of aliphatic heterocycles and electron-poor alkenes into functionalized heteroarenes. GREEN CHEMISTRY, 27 (42). pp. 13303-13310. ISSN 1463-9262, 1463-9270

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Abstract

We hereby describe the synthesis of functionalized heteroarenes (furans, pyrroles, thiophenes and indoles) thanks to the combination between tetrabutylammonium decatungstate (TBADT) photocatalysis and cobaloxime catalysis. The protocol makes use of aliphatic heterocycles and electron-poor alkenes, that are efficiently converted to the final products through a functionalization/aromatization sequence. Dedicated kinetic and deuteration studies allowed rationalization of the reaction mechanism. Overall, the process is characterized by a high atom economy, with hydrogen gas as the only coupled product.

Item Type: Article
Uncontrolled Keywords: HYDROGEN-ATOM TRANSFER; DIELS-ALDER REACTION; SYNTHETIC APPLICATIONS; PYRROLE DERIVATIVES; DECATUNGSTATE ANION; ACTIVATION; COMPLEXES; ARYLATION; DEHYDROGENATION; REDUCTION
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 12 May 2026 06:52
Last Modified: 12 May 2026 06:52
URI: https://pred.uni-regensburg.de/id/eprint/66541

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