Metal-Free, Site-Selective Addition to Ynones: An Approach to Synthesize Substituted Quinoline Derivatives

An efficient two component cycloaddition reaction to synthesize various substituted quinoline derivatives was developed. Ynone 1 was functionalizated by N-oxide attacking the C3-oxetium site and C3-site regioselectively to give 3 and 4. Analogues 3k and 4v have a high binding constant with Hg2+ in C...

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Veröffentlicht in:Organic letters 2016-11, Vol.18 (22), p.5828-5831
Hauptverfasser: Chen, Zi-Sheng, Yang, Fang, Ling, Huibo, Li, Mengxue, Gao, Jin-Ming, Ji, Kegong
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient two component cycloaddition reaction to synthesize various substituted quinoline derivatives was developed. Ynone 1 was functionalizated by N-oxide attacking the C3-oxetium site and C3-site regioselectively to give 3 and 4. Analogues 3k and 4v have a high binding constant with Hg2+ in CH3CN.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b02813