Catalyst- and base-free visible light-enabled radical relay trihalomethylation/functional group-migration/carbonylation with CX 3 SO 2 Cl.

Autor: Hu J; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Yang C; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Qin X; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Liu H; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Ma T; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Shi AT; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Lv QL; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Liu X; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Yang J; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn., Li D; State Key Laboratory of High-Efficiency Utilization of Coal and Green Chemical Engineering, College of Chemistry and Chemical Engineering, Analysis and Testing Center, Ningxia University, China. lidj2017@nxu.edu.cn.
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2024 Jun 05; Vol. 22 (22), pp. 4488-4493. Date of Electronic Publication: 2024 Jun 05.
DOI: 10.1039/d4ob00292j
Abstrakt: Herein, we report a visible light-enabled radical trihalomethylation/cyano-migration/carbonylation cascade reaction of 2-hydroxy-2-hex-5-enenitrile with CX 3 SO 2 Cl as the CX 3 -source (X = F, Cl) to obtain 5-oxo-2-(2,2,2-trihaloethyl)pentanenitrile compounds in the absence of a photocatalyst, transition metal and base. This reaction system is also effective to convert (benzo[ d ]thiazol-2-yl)-pent-4-enol to the corresponding 4-(benzo[ d ]thiazol-2-yl)-6,6,6-trihalo-hexanone products. These reactions occur under mild conditions, tolerate a wide range of functional groups, and provide alternative approaches for the 1,2-bifunctionalization reaction of unactivated olefins.
Databáze: MEDLINE