Synthetic Chameleon Turns into Oximes, Nitrones, and Hydroxylamines when Exposed to Blue Light

0584864 - ÚACH 2025 RIV US eng J - Článek v odborném periodiku
Marčeková, M. - Caletková, O. - Kalníková, R. - Litecká, Miroslava - Moncol’, J. - Jakubec, P.
Synthetic Chameleon Turns into Oximes, Nitrones, and Hydroxylamines when Exposed to Blue Light.
ACS Omega. Roč. 9, č. 12 (2024), s. 14262-14268. ISSN 2470-1343. E-ISSN 2470-1343
Institucionální podpora: RVO:61388980
Klíčová slova: Functional groups,,,, * Nitrogen compounds * Organic synthesis * Photochemical reactions * Redox reactions
Obor OECD: Inorganic and nuclear chemistry
Impakt faktor: 4.1, rok: 2022
Způsob publikování: Open access

A metal-free, user-friendly photochemical transformation of nitroalkanes to oximes, nitrones, and hydroxylamines has been developed. The visible-light-induced reactions are catalyzed by the readily available photoredox organocatalyst 4CzIPN and use inexpensive amines as reductants. Broad in scope and tolerant of multiple functional groups and heterocycles, the transformation proceeds under mild conditions. Its synthetic potential was demonstrated in the formal total synthesis of amathaspiramide F. A basic insight into the reaction mechanism was gained with the help of an NMR study.
Trvalý link: https://hdl.handle.net/11104/0352651


Vědecká data: ACS Publications