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...

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Main Authors: Jianwei Shi, Zhichuan Wang, Xiaoxu Teng, Bing Zhang, Kai Sun, Xin Wang
Format: Article
Language:English
Published: MDPI AG 2023-02-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/28/5/2206
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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.
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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
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AT bingzhang electrooxidativec3selenylationofpyrido12iaipyrimidin4ones
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