Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines

A transition-metal-free electrochemical chalcogenative cyclization of 2-alkynyl aryl oxime with dichalcogenides has been established to assemble valuable 4-organochalcogen isoquinolines concisely. This protocol proceeds via constant electrolysis in a user-friendly undivided cell setup. It circumvents the necessity of transition metal catalysts, chemical oxidants, and harsh reaction conditions. The practical utilities of the current protocol were illustrated by excellent functional group tolerance, remarkable regio-selectivity, easy scalability, mild reaction conditions, and transformable 4-organochalcogen isoquinoline products.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-02-07
DOI
https://doi.org/10.1021/acs.joc.4c02655
Citations
4
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
3.74

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article

Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines

Wenbo Ma, Jiajun Hu, Ruhuai Mei, Linghui Gu et al.
4 citations
The Journal of Organic Chemistry
Sulfur-Based Synthesis Techniques
3.74
article

Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines

Wenbo Ma, Jiajun Hu, Ruhuai Mei, Linghui Gu, Bo Li, Zheyu Li, Feng Xiong, Yue Xu
article en
4 citations

Abstract

A transition-metal-free electrochemical chalcogenative cyclization of 2-alkynyl aryl oxime with dichalcogenides has been established to assemble valuable 4-organochalcogen isoquinolines concisely. This protocol proceeds via constant electrolysis in a user-friendly undivided cell setup. It circumvents the necessity of transition metal catalysts, chemical oxidants, and harsh reaction conditions. The practical utilities of the current protocol were illustrated by excellent functional group tolerance, remarkable regio-selectivity, easy scalability, mild reaction conditions, and transformable 4-organochalcogen isoquinoline products.

The Journal of Organic ChemistryVol. 90(7)
Chengdu University (CN), Antibiotic (Bulgaria) (BG)
National Natural Science Foundation of China, Chengdu University
Openalex Percentile: Top 8%
Sulfur-Based Synthesis Techniques
3.74
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Electrochemically Driven Chalcogenative Cyclization of 2-Alkynyl Aryl Oxime: Access to Functionalized Isoquinolines — Wenbo Ma, Jiajun Hu, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS