Electro-Oxidative C3-Selenylation of Pyrido[1,2-a]pyrimidin-4-ones

被引：6
|
作者：
Shi, Jianwei [1 ]
Wang, Zhichuan [2 ]
Teng, Xiaoxu [1 ]
Zhang, Bing [3 ]
Sun, Kai [2 ]
Wang, Xin [2 ]
机构：
[1] Yangtze Normal Univ, Sch Chem & Chem Engn, Chongqing 408100, Peoples R China
[2] Yantai Univ, Coll Chem & Chem Engn, Yantai 264005, Peoples R China
[3] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
来源：
MOLECULES | 2023年 / 28卷 / 05期
基金：
中国国家自然科学基金;
关键词：
electrochemistry; selenylation; radical; carbocation; N-heterocycles; EFFLUX PUMP INHIBITORS; PSEUDOMONAS-AERUGINOSA; ORGANOSELENIUM; CYCLIZATION; DERIVATIVES; ALKENES;
D O I：
10.3390/molecules28052206
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
In this work, we achieved a C3-selenylation of pyrido[1,2-a]pyrimidin-4-ones using an electrochemically driven external oxidant-free strategy. Various structurally diverse seleno-substituted N-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.
引用
收藏
页数：17
相关论文
共 50 条
  • [41] NITROGEN BRIDGEHEAD COMPOUNDS .44. NEW ANTIALLERGIC 4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES .4.
    HERMECZ, I
    HORVATH, A
    MESZAROS, Z
    DEVOS, C
    RODRIGUEZ, L
    JOURNAL OF MEDICINAL CHEMISTRY, 1984, 27 (10) : 1253 - 1259
  • [42] Condensation of substituted 2-aminopyridine with β-ketocarboxylic esters:: 4H-pyrido[1,2-a]pyrimidin-4-ones and pyridin-2-ones
    Ferrarini, PL
    Mori, C
    Manera, C
    Mori, F
    Calderone, V
    Martinotti, E
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (05) : 1123 - 1127
  • [43] g-C3N4-Based Heterogeneous Photocatalyzed Synthesis and Evaluation of Antitumor Activities of Fluoroalkylated 4H-Pyrido[1,2-a]pyrimidin-4-ones
    Li, Ning-Bo
    Liu, Yun-Chang
    Hu, Chu-Qian
    Zhang, Di
    Dai, Hui
    He, Wei-Min
    Jia, Hong-Yan
    Bian, Wei
    JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (09): : 3223 - 3231
  • [44] Suzuki-Miyaura cross-coupling reactions of halo derivatives of 4H-pyrido[1,2-a]pyrimidin-4-ones
    Molnar, Annamaria
    Kapros, Anita
    Parkanyi, Laszlo
    Mucsi, Zoltan
    Vlad, Gabor
    Hermecz, Istvan
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (19) : 6559 - 6565
  • [45] N-Chlorosuccinimide Mediated Regioselective Sulfenylation and Halogenation of 4H-Pyrido[1,2-a]pyrimidin-4-ones at Room Temperature
    Prajapati, Vaibhav D.
    Prajapati, Ronak V.
    Purohit, Vishal B.
    Avalani, Jemin R.
    Sapariya, Nirav H.
    Kamani, Ronak D.
    Karad, Sharad C.
    Raval, Dipak K.
    CHEMISTRYSELECT, 2022, 7 (47):
  • [46] NITROGEN BRIDGEHEAD COMPOUNDS .38. NEW ANTI-ALLERGIC 4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES .3.
    HERMECZ, I
    BREINING, T
    VASVARIDEBRECZY, L
    HORVATH, A
    MESZAROS, Z
    BITTER, I
    DEVOS, C
    RODRIGUEZ, L
    JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (10) : 1494 - 1499
  • [47] REACTION OF 2-ACETOACETAMIDOPYRIDINES WITH PHOSGENE - ROUTE TO NOVEL 3-ACETYL-2-CHLORO-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES
    YALE, HL
    SPITZMILLER, ER
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (02) : 241 - 244
  • [48] 1,2-FUSED PYRIMIDINES .6. SUBSTITUTED 2-AMINO-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES WITH ANTIPLATELET ACTIVITY
    ROMA, G
    DIBRACCIO, M
    LEONCINI, G
    APRILE, B
    FARMACO, 1993, 48 (09): : 1225 - 1238
  • [49] Silver-catalyzed highly efficient synthesis of pyrido[1,2-a]pyrimidin-4-ones from 2-aminopyridines and alkynoates
    Chen, Zhengwang
    Wen, Yuelu
    Ding, Hao
    Luo, Guotian
    Ye, Min
    Liu, Liangxian
    Xue, Jun
    TETRAHEDRON LETTERS, 2017, 58 (01) : 13 - 16
  • [50] NITROGEN BRIDGEHEAD COMPOUNDS .49. SYNTHESIS AND STEREOCHEMISTRY OF 9-AMINOTETRAHYDRO-4H-PYRIDO[1,2-A]PYRIMIDIN-4-ONES
    BREINING, T
    HERMECZ, I
    PODANYI, B
    MESZAROS, Z
    TOTH, G
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (05): : 1015 - 1018
12345