Synthesis of 2,3-Dihydro-1,3-oxazin-4-ones via a Mild Formal [4+2] Cycloaddition of Acylketenes with Aldimines

被引：8

作者：

Moazami, Yasamin ^{[1
]}

Pierce, Joshua G. ^{[1
]}

机构：

[1] N Carolina State Univ, Dept Chem, Raleigh, NC 27695 USA

来源：

SYNTHESIS-STUTTGART | 2015年 / 47卷 / 21期

关键词：

cycloaddition; heterocycles; imines; transition metals; acylation; AEROBIC OXIDATIVE CYCLIZATION; TERT-BUTANESULFINAMIDE; 2,2,6-TRIMETHYL-4H-1,3-DIOXIN-4-ONE; DERIVATIVES; DIKETENE; IMINES; KETENE; 2,2,6-TRIMETHYL-1,3-DIOXIN-4-ONE; ACETYLKETENE; KETONES;

D O I：

10.1055/s-0034-1378788

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and efficient silver-mediated synthesis of 2,3-dihydro-1,3-oxazin-4-ones through a formal [4+2] cycloaddition reaction of aldimines and acylketene intermediates is described. A variety of functionalized and potentially biologically relevant heterocycles have been accessed in moderate to high yields through this process.

引用

页码：3363 / 3370

页数：8

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