Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones
In this work, we achieved a C3-selenylation of pyrido[1,2-<i>a</i>]pyrimidin-4-ones using an electrochemically driven external oxidant-free strategy. Various structurally diverse seleno-substituted <i>N</i>-heterocycles were obtained in moderate to excellent yields. Through r...
Main Authors: | , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2023-02-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/28/5/2206 |
_version_ | 1797614845634281472 |
---|---|
author | Jianwei Shi Zhichuan Wang Xiaoxu Teng Bing Zhang Kai Sun Xin Wang |
author_facet | Jianwei Shi Zhichuan Wang Xiaoxu Teng Bing Zhang Kai Sun Xin Wang |
author_sort | Jianwei Shi |
collection | DOAJ |
description | In this work, we achieved a C3-selenylation of pyrido[1,2-<i>a</i>]pyrimidin-4-ones using an electrochemically driven external oxidant-free strategy. Various structurally diverse seleno-substituted <i>N</i>-heterocycles were obtained in moderate to excellent yields. Through radical trapping experiments, GC-MS analysis and cyclic voltammetry study, a plausible mechanism for this selenylation was proposed. |
first_indexed | 2024-03-11T07:18:01Z |
format | Article |
id | doaj.art-d8ec83acf6964a84994ea51b405c4256 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-03-11T07:18:01Z |
publishDate | 2023-02-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-d8ec83acf6964a84994ea51b405c42562023-11-17T08:13:26ZengMDPI AGMolecules1420-30492023-02-01285220610.3390/molecules28052206Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-onesJianwei Shi0Zhichuan Wang1Xiaoxu Teng2Bing Zhang3Kai Sun4Xin Wang5School of Chemistry and Chemical Engineering, Yangtze Normal University, Chongqing 408100, ChinaCollege of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, ChinaSchool of Chemistry and Chemical Engineering, Yangtze Normal University, Chongqing 408100, ChinaCollege of Chemistry, Zhengzhou University, Zhengzhou 450001, ChinaCollege of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, ChinaCollege of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, ChinaIn this work, we achieved a C3-selenylation of pyrido[1,2-<i>a</i>]pyrimidin-4-ones using an electrochemically driven external oxidant-free strategy. Various structurally diverse seleno-substituted <i>N</i>-heterocycles were obtained in moderate to excellent yields. Through radical trapping experiments, GC-MS analysis and cyclic voltammetry study, a plausible mechanism for this selenylation was proposed.https://www.mdpi.com/1420-3049/28/5/2206electrochemistryselenylationradicalcarbocation<i>N</i>-heterocycles |
spellingShingle | Jianwei Shi Zhichuan Wang Xiaoxu Teng Bing Zhang Kai Sun Xin Wang Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones Molecules electrochemistry selenylation radical carbocation <i>N</i>-heterocycles |
title | Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones |
title_full | Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones |
title_fullStr | Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones |
title_full_unstemmed | Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones |
title_short | Electro-Oxidative C3-Selenylation of Pyrido[1,2-<i>a</i>]pyrimidin-4-ones |
title_sort | electro oxidative c3 selenylation of pyrido 1 2 i a i pyrimidin 4 ones |
topic | electrochemistry selenylation radical carbocation <i>N</i>-heterocycles |
url | https://www.mdpi.com/1420-3049/28/5/2206 |
work_keys_str_mv | AT jianweishi electrooxidativec3selenylationofpyrido12iaipyrimidin4ones AT zhichuanwang electrooxidativec3selenylationofpyrido12iaipyrimidin4ones AT xiaoxuteng electrooxidativec3selenylationofpyrido12iaipyrimidin4ones AT bingzhang electrooxidativec3selenylationofpyrido12iaipyrimidin4ones AT kaisun electrooxidativec3selenylationofpyrido12iaipyrimidin4ones AT xinwang electrooxidativec3selenylationofpyrido12iaipyrimidin4ones |