Photocatalyst-Free Visible-Light Enabled Synthesis of Substituted Pyrroles from α-Keto Vinyl Azides

被引:23
|
作者
Borra, Satheesh [1 ,2 ]
Borkotoky, Lodsna [1 ,2 ]
Newar, Uma Devi [1 ,2 ]
Das, Babulal [3 ]
Maurya, Ram Awatar [1 ,2 ]
机构
[1] CSIR North East Inst Sci & Technol NEIST, Chem Sci & Technol Div, Appl Organ Chem Grp, Jorhat 785006, Assam, India
[2] Acad Sci & Innovat Res AcSIR, CSIR NEIST, Jorhat 785006, Assam, India
[3] Indian Inst Technol, Dept Chem, Gauhati 781039, India
关键词
photocatalyst-free; photochemical reaction; vinyl azides; pyrroles; 1,3-amine migration; CATALYSIS; AZIDOCHALCONES; CYCLOADDITION; DECOMPOSITION;
D O I
10.1002/adsc.202000562
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient photocatalyst-free visible light enabled synthesis of substituted pyrroles from alpha-keto vinyl azides (readily prepared via Knoevenagel condensation of phenacyl azides with 2-oxo-2H-chromene-3-carbaldehydes) was developed. The reaction proceeds through a denitrogenative photodecomposition of alpha-keto vinyl azides, 1,3-amino group migration, and coupling of intermediates with secondary amines.
引用
收藏
页码:3364 / 3368
页数:5
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