Synthesis of Isoxazolidines from Substituted Vinylnitrones and Conjugated Carbonyls via Visible-Light Photocatalysis

被引：2

作者：

Trieu, Phillip ^{[1
]}

Filkin, William H. ^{[1
]}

Pinarci, Ali ^{[1
]}

Tobias, Elisa M. ^{[1
]}

Madiu, Rufai ^{[1
]}

Dellosso, Brandon ^{[1
]}

Roldan, Justin ^{[1
]}

Das, Pulakesh ^{[1
]}

Austin, Brooke E. ^{[1
]}

Moura-Letts, Gustavo ^{[1
]}

机构：

[1] Rowan Univ, Dept Chem & Biochem, 201 Mull Hill Rd, Glassboro, NJ 08028 USA

来源：

CHEMPHOTOCHEM | 2023年 / 7卷 / 03期

基金：

美国国家科学基金会;

关键词：

dipolar cycloadditions; heterocycles; isoxazolidines; photocatalysis; vinyl nitrones; TRANSFER RADICAL-ADDITION; ONE-POT SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; PHOTOREDOX CATALYSIS; ZETEKITOXIN-AB; METHACROLEIN; NITROSOARENES; 2H-AZIRINES; NITRONES; ALKENES;

D O I：

10.1002/cptc.202200277

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Herein we report the first redox-neutral visible-light photocatalytic intermolecular dipolar cycloaddition for the diastereoselective synthesis of isoxazolidines. We have found that vinyl nitrones with a diverse substitution pattern undergo visible-light-promoted cycloadditions with conjugated carbonyls in the presence of catalytic amounts of Ru(bpy)(3)Cl-2, with the reaction proceeding with high yields and good selectivities. A redox-neutral pathway is proposed as the primary photoredox mechanism for this transformation.

引用

页数：5

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