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

Hu, Jinkai; Yang, Chenglei; Qin, Xiaotao; Liu, Hui; Ma, Tongtong; Shi, Ao-Tong; Lv, Qing-Long; Liu, Xingman; Yang, Jinhui; Li, Dianjun

Catalyst- and base-free visible light-enabled radical relay trihalomethylation/functional group-migration/carbonylation with CX₃SO₂Cl.

Hu, Jinkai; Yang, Chenglei; Qin, Xiaotao; Liu, Hui; Ma, Tongtong; Shi, Ao-Tong; Lv, Qing-Long; Liu, Xingman; Yang, Jinhui; Li, Dianjun.

Afiliação

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.

Org Biomol Chem ; 22(22): 4488-4493, 2024 Jun 05.

Article em En | MEDLINE | ID: mdl-38623736

ABSTRACT

ABSTRACT

Herein, we report a visible light-enabled radical trihalomethylation/cyano-migration/carbonylation cascade reaction of 2-hydroxy-2-hex-5-enenitrile with CX3SO2Cl as the CX3-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.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: China

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