Microwave-Assisted Synthesis of Heterocycles from Aryldiazoacetates**

被引:8
作者
Kristoffersen, Tone [1 ]
Elumalai, Vijayaragavan [1 ]
Starck, Eliot [1 ]
Cousin, Etienne [1 ]
Wagner, Lucille J. [1 ]
Hansen, Stephanie R. [1 ]
Hansen, Jorn H. [1 ]
机构
[1] UiT Arctic Univ Norway, Dept Chem, Chem Synth & Anal Grp, Hansine Hansens Veg 54, N-9037 Tromso, Norway
关键词
Microwave; Diazoacetates; N– H insertion; Dihydroquinoxalinones; Quinoxalines; CARBENE INSERTION; ORGANIC-SYNTHESIS; QUINOXALINES;
D O I
10.1002/ejoc.202001155
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we describe a rapid microwave-assisted, metal-free synthesis of substituted quinoxalinones and quinoxalines using the carbene-mediated reaction between aryldiazo esters and 1,2-diamines. The reaction can encompass a range of substituents and structural variations to afford quinoxalin-2-ones in 14-80 % yield and corresponding quinoxalines in good to excellent yields upon oxidation (67-96 %). The approach can be employed to generate symmetrical and unsymmetrical 2,3-diarylquinoxalines, bis-quinoxalines as well as novel quinoxaline-substituted diazo esters and should be a valuable addition to the heterocycle synthesis toolbox.
引用
收藏
页码:7069 / 7078
页数:10
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