DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes DOI

Lu-Cai Ding,

Gui-Hong Yang,

Li Luo

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 2, 2024

Comprehensive Summary Herein, we report a rare example of three‐component net‐oxidative sulfonylation SO 2 surrogate with an oxidatively activated radical precursor under mild and metal‐ external‐oxidant‐free conditions. The mildness sustainability the reaction are enabled by photoelectrocatalysis, 3‐aza‐1,5‐dienes, organotrifluoroborates 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4‐pyrrolin‐2‐ones in atom‐economical manner broad substrate scope good functional‐group tolerance. protocol is amenable late‐stage diversification complex molecular architectures as well gram‐scale synthesis. Sunlight could be used light source, conducted all‐solar mode using commercially available photovoltaic panel generate electricity situ . Mechanistic studies reveal that generated (DABCO), which was generally innocent previous reactions, functions electron shuttle between photocatalytic cycle reactants.

Язык: Английский

Visible Light-Induced Divergent Deoxygenation/Hydroxymethylation of Pyridine N-Oxides DOI
Changhao Feng, Hao Guo, Aishun Ding

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

This study explores the deoxygenation of pyridine N-oxides and presents a one-step photoredox method for direct synthesis 2-hydroxymethylated pyridines from N-oxides. Mechanism studies elucidate role catalyst provide evidence possible electron transfer process formation key radicals. A range derivatives, particularly 2-hydroxymethyl-substituted pyridines, which may be difficult to obtain, can synthesized in single step.

Язык: Английский

Процитировано

0
Electrophotocatalytic Hydroxymethylation of Azaarenes with Methanol DOI Creative Commons

Beatriz Quevedo-Flores,

Irene Bosque, José C. González‐Gómez

и другие.

Organic Letters, Год журнала: 2024, Номер 26(35), С. 7447 - 7451

Опубликована: Авг. 24, 2024

The merging of electrochemistry and photocatalysis allowed the required selectivity for hydroxymethylation functionalized azaarenes with methanol, including bioactive substrates. two electrophotocatalytic protocols developed in this work address transformation, using nontoxic readily available reagents under mild reaction conditions electricity as only "sacrificial oxidant".

Язык: Английский

Процитировано

3
DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes DOI

Lu-Cai Ding,

Gui-Hong Yang,

Li Luo

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 2, 2024

Comprehensive Summary Herein, we report a rare example of three‐component net‐oxidative sulfonylation SO 2 surrogate with an oxidatively activated radical precursor under mild and metal‐ external‐oxidant‐free conditions. The mildness sustainability the reaction are enabled by photoelectrocatalysis, 3‐aza‐1,5‐dienes, organotrifluoroborates 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4‐pyrrolin‐2‐ones in atom‐economical manner broad substrate scope good functional‐group tolerance. protocol is amenable late‐stage diversification complex molecular architectures as well gram‐scale synthesis. Sunlight could be used light source, conducted all‐solar mode using commercially available photovoltaic panel generate electricity situ . Mechanistic studies reveal that generated (DABCO), which was generally innocent previous reactions, functions electron shuttle between photocatalytic cycle reactants.

Язык: Английский

Процитировано

2