Alkylthiolation of Aryl Halides under Electrochemical Conditions DOI

Y. C. Fan,

Tan Zhang, Mengyun Wu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 25, 2024

An electrochemical protocol for the alkylthiolation of aryl halides was developed. By using dialkyl disulfides as alkylthio sources, Mg plate sacrificial anode and graphite felt (GF) cathode, a series sulfides were obtained in moderate to good yields. The approach also suitable synthesis selenides. This method has features such simple reaction conditions functional group compatibility, which makes it have application prospect organic drug synthesis.

Language: Английский

Dearomative 1,4-Difunctionalization of Non-Activated Arenes Enabled by Boryl Radical-Mediated Halogen-Atom Transfer DOI
Chengliang Deng, Hao Wu,

Sheng Li

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 1294 - 1304

Published: Jan. 7, 2025

Given the widespread presence of spirocyclic scaffolds in natural products and pharmacologically relevant synthetic compounds, development efficient methodologies for their construction holds great importance medicinal chemistry pharmaceutical research. In this study, a general photochemical dearomative spirocyclization nonactivated arenes has been established. The key to method lies ability amine-borane radicals activate aryl bromides iodides via halogen-atom transfer, thereby allowing conversion halides into corresponding subsequent chemodivergent transformations. remarkable compatibility versatility 1,4-difunctionalization is showed by rapid assembly structurally diverse 1,4-cyclohexadiene-based spirocycles incorporating oxindole, indoline, or dihydrobenzofuran subunits. Moreover, potential utility protocol exemplified formal total synthesis vasopressin V2 receptor antagonist Satavaptan.

Language: Английский

Citations

1
Electrochemically Enabled Synthesis of Multi-substituted Pyrazoles via a Radical Cyclization Cascade DOI

Wan‐Jie Wei,

Y. M. Zeng,

Xianfeng Liang

et al.

Green Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We have developed a mild and efficient electrochemical reduction approach employing aryl diazonium salts as dual synthons to synthesize valuable multi-substituted pyrazoles for the first time.

Language: Английский

Citations

0
The Electrosynthesis of Highly Encumbered Biaryls from Aryl o-Iodobenzyl Ethers by a Radical to Polar Crossover Sequence. DOI Creative Commons
James E. Pearce, J. W. Hodgson, Ana A. Folgueiras‐Amador

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Highly encumbered 2,2',6-tri- and 2,2',6,6'-tetra-substituted biaryls are readily prepared from aryl ortho-iodobenzyl ethers through mediated cathodic reduction under flow. The reaction proceeds via the stepwise transfer of two electrons: first to induce loss iodide a radical cyclisation, second polar fragmentation.

Language: Английский

Citations

0
Electrosynthesis of 1,4-diene derivatives bearing cyclopentene skeleton DOI Creative Commons

Yaqi Qiao,

Xiaoqing Fan,

Chengcheng Yuan

et al.

iScience, Journal Year: 2025, Volume and Issue: 28(3), P. 111976 - 111976

Published: Feb. 10, 2025

1,n-Dual Π systems including 1,4-diene derivatives have been widely used as the elegant radical receptors to promote cascade additions give highly functionalized polycyclic scaffolds. However, tedious and complicated preparation of former deters broad utilization compromises practical value. Herein, a straightforward was developed from easily accessible alkynes γ,δ-unsaturated carboxylic acids via electrochemical oxidation cyclization Hofmann elimination. This transformation features with good excellent yields, functional group compatibility, selectivity without any Zaitsev elimination product detected.

Language: Английский

Citations

0
Harnessing visible light for alkenylation reactions: A promising strategy in organic synthesis DOI

M. Manod,

Archana Vijayakumar,

TS Abhinav

et al.

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 579, P. 115028 - 115028

Published: March 22, 2025

Language: Английский

Citations

0
Alkylthiolation of Aryl Halides under Electrochemical Conditions DOI

Y. C. Fan,

Tan Zhang, Mengyun Wu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 25, 2024

An electrochemical protocol for the alkylthiolation of aryl halides was developed. By using dialkyl disulfides as alkylthio sources, Mg plate sacrificial anode and graphite felt (GF) cathode, a series sulfides were obtained in moderate to good yields. The approach also suitable synthesis selenides. This method has features such simple reaction conditions functional group compatibility, which makes it have application prospect organic drug synthesis.

Language: Английский

Citations

0