Transition-metal-free approach to quinolines via direct oxidative cyclocondensation reaction of N,N-dimethyl enaminones with o-aminobenzyl alcohols

A transition-metal-free method for the construction of 3-substituted or 3,4-disubstituted quinolines from readily available N , N -dimethyl enaminones and o -aminobenzyl alcohols is reported. The direct oxidative cyclocondensation reaction tolerates broad functional groups, allowing the efficient sy...

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Veröffentlicht in:Frontiers in chemistry 2022-09, Vol.10, p.1008568-1008568
Hauptverfasser: Rao, Kairui, Chai, Zhangmengjie, Zhou, Pan, Liu, Donghan, Sun, Yulin, Yu, Fuchao
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Sprache:eng
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Zusammenfassung:A transition-metal-free method for the construction of 3-substituted or 3,4-disubstituted quinolines from readily available N , N -dimethyl enaminones and o -aminobenzyl alcohols is reported. The direct oxidative cyclocondensation reaction tolerates broad functional groups, allowing the efficient synthesis of various quinolines in moderate to excellent yields. The reaction involves a C (sp 3 )-O bond cleavage and a C=N bind and a C=C bond formation during the oxidative cyclization process, and the mechanism was proposed.
ISSN:2296-2646
2296-2646
DOI:10.3389/fchem.2022.1008568