Visible Light-Induced Redox-Neutral Selenocyclization of ortho-Vinylanilides: Oxygen-Controlled Synthesis of 4H-3,1-Benzoxazines

被引：7

作者：

Hong, Young Taek ^{[1
]}

Park, Jiwoo ^{[1
]}

Kim, Hun Young ^{[1
]}

Oh, Kyungsoo ^{[2
]}

机构：

[1] Chung Ang Univ, Dept Global Innovat Drugs, 84 Heukseok Ro, Dongjak 06974, Seoul, South Korea

[2] Chung Ang Univ, Ctr Metareceptome Res, Grad Sch Pharmaceut Sci, 84 Heukseok Ro, Dongjak 06974, Seoul, South Korea

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 05期

基金：

新加坡国家研究基金会;

关键词：

Benzoxazine; Organoselenium; Oxygen; Selenocyclization; Visible Light; ELECTROCHEMICAL OXYSELENENYLATION-DESELENENYLATION; O-VINYLANILIDES; CLEAVAGE; GENERATION; CHEMISTRY; SELENIUM;

D O I：

10.1002/adsc.202301320

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A visible-light-induced selenocyclization of ortho-vinylanilides to 4H-3,1-benzoxazines has been developed under controlled O-2 atmosphere. The low O-2 content in reaction medium promotes the aerobic selenol oxidation to diselenides for the full use of 2 equiv. selenyl radicals in a redox-neutral way, avoiding the aerobic oxidation of ortho-vinylanilides under higher O-2 content. The developed visible light-induced selenocyclization of ortho-vinylanilides utilizes only visible light with low O-2 content, eliminating the use of exogenous photocatalyst and chemical oxidant.

引用

页码：1212 / 1217

页数：6

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