Electrochemical Oxidative Cross-Coupling and Annulation for Functionalized Heterocycles DOI
Xinwei Hu, Zhixiong Ruan

Topics in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 37 - 53

Опубликована: Янв. 1, 2024

Язык: Английский

Regio- and Stereoselective Synthesis of 3-Selenylazaflavanones and 3-Selenylflavanones via Electrochemically Facilitated Selenylation Cascade DOI

Shaogao Zeng,

Yong Zeng, Hui Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(6), С. 4074 - 4084

Опубликована: Фев. 23, 2024

Herein, an oxidant- and metal-free electrochemical selenylation reaction of chalcones with diselenides for the synthesis 3-selenylazaflavanones 3-selenylflavanones at room temperature was reported. The method proceeded under mild conditions, exhibited a broad substrate scope, provided selenylated products in moderate to excellent yields high regio- stereoselectivity. could also be readily scaled up efficiency. Detailed mechanistic studies through control experiments disclosed that selenium-based radical might participate this transformation.

Язык: Английский

Процитировано

10

Visible-light induced selenocyclization of 2-ethynylanilines under ambient conditions: simple FeBr3 as a dual-functional catalyst DOI
Binbin Huang,

Xinye Tang,

Jiawei Yuan

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(30), С. 6198 - 6204

Опубликована: Янв. 1, 2024

Reported herein is a visible-light induced selenocyclization of 2-ethynylanilines under ambient conditions, with simple FeBr 3 as dual-functional catalyst.

Язык: Английский

Процитировано

7

Electrocatalytic Cascade Selenylation/Cyclization/Deamination of 2-Hydroxyaryl Enaminones: Synthesis of 3-Selenylated Chromones under Mild Conditions DOI

Kaili Cen,

Yuan Liu,

Junhong Yu

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(12), С. 8632 - 8640

Опубликована: Июнь 6, 2024

Herein, we disclosed a highly efficient pathway toward 3-selenylated chromone derivatives via electrocatalytic cascade selenylation/cyclization/deamination of 2-hydroxyaryl enaminones with diselenides. This method showed mild conditions, easy operation, wide substrate scope, and good functional group tolerance. Furthermore, this electrosynthesis strategy was amendable to scale-up the reaction. Additionally, preliminary experiments revealed that reaction probably proceeded cation instead radical pathway.

Язык: Английский

Процитировано

6

Electrochemical Synthesis of Organoselenium Compounds: A Graphical Review DOI Creative Commons
Zhixiong Ruan,

Balati Hasimujiang

SynOpen, Год журнала: 2023, Номер 07(04), С. 511 - 520

Опубликована: Окт. 1, 2023

Abstract Electrochemical synthesis, due to its environmentally benign, sustainable, and practical nature, has become an appealing powerful substitute for traditional methods oxidizing reducing organic compounds. Thus, numerous valuable changes have been established in the field of synthesis through utilization electrochemistry. Among these electrochemical transformations, formation C–Se bonds stands out as exceptionally noteworthy reaction type. In this graphical review, we present a succinct summary progress utilizing strategies synthesizing organoselenium

Язык: Английский

Процитировано

12

Modular Synthesis of Bioactive Selenoheterocycles for Efficient Cancer Therapy via Electrochemical Selenylation/Cyclization DOI
Wenyan Xu,

Chengwei Zheng,

Mu Chen

и другие.

Journal of Medicinal Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 10, 2025

A green, efficient, and environmentally friendly electrochemical strategy was developed for synthesizing a series of selenoheterocyclic compounds. The antitumor activities these compounds were evaluated, revealing that 4o, 5n, 5o demonstrated remarkable efficacy. These effectively inhibited lung cancer by inducing cell apoptosis, causing DNA damage, suppressing the progression epithelial-mesenchymal transition. Notably, compound identified as first inhibitor DEAD-box helicase 10 (DDX10). An in vivo xenograft assay further confirmed therapeutic potential 5o, demonstrating tumor growth inhibition rates 60%, 78%, 88% at doses 5 mg/kg, 20 respectively. This study highlights promising chemotherapeutic agent effective treatment cancer.

Язык: Английский

Процитировано

0

Synthesis of organoselenium compounds using electrochemical and photochemical methods as novel approaches in organic chemistry DOI
Adrián A. Heredia, Lydia M. Bouchet, Willber D. Castro‐Godoy

и другие.

Tetrahedron, Год журнала: 2023, Номер 148, С. 133667 - 133667

Опубликована: Сен. 26, 2023

Язык: Английский

Процитировано

5

Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides DOI Open Access
Jinhui Cai,

Kaili Cen,

Weishuang Li

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 19, 2024

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization ynamides was disclosed. A series diaryl diselenides, dialkyl and heteroaryl‐substituted tolerated in this protocol delivered 4‐selenyloxazolones 28–83% yields. The scale‐up reaction the oxidation performed to showcase practicability method. Furthermore, mechanistic experiments indicated that a cationic pathway instead radical probably involved.

Язык: Английский

Процитировано

1

Recent Developments in Selenylation of Alkynes DOI

Yuemei Xu,

Dayun Huang,

Jinjing Wu

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Июль 29, 2024

Abstract Alkynes are simple yet important organic feedstocks. The selenylation of alkynes is able to produce complex selenium‐containing compounds in a facile way. Although there some reviews about the alkynes, most them focus on one specific reaction or what types products that can be obtained. There lack attention given various uses different selenium reagents and their mechanisms. This review mainly focuses recent advances (2013–2023) based diverse reagents. Mechanisms how added work will discussed. Different types, including difunctionalization, Se‐annulation, spiro‐cyclization, C−Se coupling, click recorded this review. regioselectivity achieved through mechanisms, radicals, seleniraniums electrophilic cyclization. We hope it do help for future research area.

Язык: Английский

Процитировано

1

Recent advances in electrochemically enabled construction of indoles DOI
Yu Zheng,

Chunxi Chen,

Yanju Lu

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(65), С. 8516 - 8525

Опубликована: Янв. 1, 2024

This review summarizes recent advances in the electrochemically enabled construction of indoles from non-indole-based precursors and their underlying mechanisms.

Язык: Английский

Процитировано

0

Electrochemical Oxidative Cross-Coupling and Annulation for Functionalized Heterocycles DOI
Xinwei Hu, Zhixiong Ruan

Topics in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 37 - 53

Опубликована: Янв. 1, 2024

Язык: Английский

Процитировано

0