Synthesis of Selenium-Containing N-Quinazolinyl Acroleins via a 3,3-Radical Rearrangement Cascade Reaction

被引：3

作者：

Wu, Qiong ^{[1
]}

Zhang, Xinqin ^{[1
]}

Yang, Qin ^{[1
]}

Song, Zhibin ^{[1
]}

Ding, Qiuping ^{[1
]}

Peng, Yiyuan ^{[1
]}

机构：

[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Key Lab Green Chem Jiangxi Prov, Nanchang 330022, Jiangxi, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 02期

基金：

中国国家自然科学基金;

关键词：

MULTITARGET DRUG DISCOVERY; METAL; DISELENIDES; CYCLIZATION; FUNCTIONALIZATION; ORGANOSELENIUM; DERIVATIVES; CHEMISTRY;

D O I：

10.1021/acs.orglett.3c04026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An effective approach for the construction of 2-aryl-3-(3-oxo-1-aryl-2-(organoselanyl)-prop-1-en-1-yl)-quinazolin-4-(3H)-ones was developed. Excellent to almost quantitative yields were obtained by the cascade reaction of propargyl quinazoline-4-yl ethers, diselenides, and 70% tert-butyl hydrogen peroxide aqueous solution under metal-free and mild conditions. The synthesized hybrids, with conglomeration of quinazolinone, organoselenium, aldehyde, and fully substituted alkene moieties in one molecule, will have the potential for applications in development of new drugs or drug candidates.

引用

页码：530 / 535

页数：6

共 32 条

[31] Oxidative Povarov Reaction via sp3 C-H Oxidation of N-Benzylanilines Induced by Catalytic Radical Cation Salt: Synthesis of 2,4-Diarylquinoline Derivatives
Liu, Jing
Liu, Fang
Zhu, Yingzu
Ma, Xingge
Jia, Xiaodong
ORGANIC LETTERS, 2015, 17 (06) : 1409 - 1412
[32] Visible-light-induced photoxidation-Povarov cascade reaction: synthesis of 2-arylquinoline through alcohol and N-benzylanilines under mild conditions via Ag/g-C3N4nanometric semiconductor catalyst
Wang, Peng
Wang, Xiaowen
Niu, Xiyu
Zhu, Li
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