Microwave-Promoted Synthesis of 1-Tetralones via Iminyl Radical-Mediated 1,5-Hydrogen Atom Transfer

被引：0

作者：

Jones, Spencer A. ^{[1
]}

Botello, Jesus A. ^{[1
]}

Singh, Jatinder ^{[1
]}

Damstedt, Gracie L. ^{[1
]}

Payne, Joshua C. ^{[1
]}

Griffin, Elias D. ^{[1
]}

Osayawe, Osasere J. ^{[1
]}

Castle, Steven L. ^{[1
]}

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2025年 / 90卷 / 06期

基金：

美国国家科学基金会;

关键词：

INTRAMOLECULAR HYDROGEN ABSTRACTION; CYCLIZATION; ETHERS;

D O I：

10.1021/acs.joc.4c02887

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Microwave irradiation of O-phenyloximes produces 1-tetralones via N-O homolysis, 1,5-hydrogen atom transfer (HAT), and cyclization of a radical intermediate onto an aromatic ring. The HAT step is facilitated by coordination of Lewis acid InCl3<middle dot>H2O to an iminyl radical. The reaction is rapid and exhibits a broad substrate scope. A larger scale transformation can be performed using conventional heating instead of microwave irradiation.

引用

页码：2547 / 2552

页数：6

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