N-Bromosuccinimide-Mediated Radical Cyclization Of 3-Arylallyl Azides: Synthesis Of 3-Substituted Quinolines
ADVANCED SYNTHESIS & CATALYSIS(2015)
摘要
Visible light irradiation of N-bromosuccinimide serves as an effective means to convert methyl 2-(azidomethyl)-3-arylpropenoates and 2-(azidomethyl)-3-arylacrylonitriles to the corresponding iminyl radicals via a-hydrogen abstraction and subsequent extrusion of dinitrogen. Thus formed iminyl radicals then undergo intramolecular ortho attack on the aryl ring, affording methyl quinoline- 3-carboxylates and quinoline-3-carbonitriles respectively.
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关键词
2-(azidomethyl)-3-arylacrylonitriles,2-(azidomethyl)-3-arylpropenoates,3-substituted quinolines,cyclization,iminyl radicals,N-bromosuccinimide
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