Visible Light-Induced Regioselective Cycloaddition of Benzoyl Azides and Alkenes To Yield Oxazolines

被引:29
作者
Bellotti, Peter [1 ]
Brocus, Julien [2 ]
El Orf, Fatima [2 ]
Selkti, Mohamed [3 ]
Koenig, Burkhard [1 ]
Belmont, Philippe [2 ]
Brachet, Etienne [2 ]
机构
[1] Univ Regensburg, Fac Chem & Pharm, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany
[2] USPC, Univ Paris Descartes, Fac Pharm Paris, COMETE,CNRS,UMR 8638, 4 Ave Observ, F-75006 Paris, France
[3] USPC, Univ Paris Descartes, Fac Pharm Paris, LCRB,CNRS,UMR 8015, 4 Ave Observ, F-75006 Paris, France
关键词
OLEFIN AZIRIDINATION; ACYL AZIDES; PHOTOREDOX; PHOTOCHEMISTRY; ACYLNITRENES; GENERATION; CATALYSIS; INDOLE; ACID;
D O I
10.1021/acs.joc.9b00568
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Visible light catalysis allows the regioselective synthesis of oxazolines in high yields. The mild photosensitized manifold leverages the intermolecular formation of oxazolines with a wide functional group tolerance on both benzoyl azides and alkenes partners. Mechanistic investigations suggest the sensitization of the azide moiety as the key activation step.
引用
收藏
页码:6278 / 6285
页数:8
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