Three-component ruthenium-catalyzed remote C-H functionalization of 8-aminoquinoline amides

Multicomponent reactions can efficiently construct complex molecular structures from simple precursors. Herein, a novel ruthenium-catalyzed three-component highly selective remote C-H functionalization of 8-aminoquinoline amides has been described. The reaction tolerates a wide range of functional g...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-10, Vol.56 (84), p.12729-12732
Hauptverfasser: Shi, Wei-Yu, Ding, Ya-Nan, Liu, Ce, Zheng, Nian, Gou, Xue-Ya, Li, Ming, Zhang, Zhe, Liu, Hong-Chao, Niu, Zhi-Jie, Liang, Yong-Min
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Sprache:eng
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Zusammenfassung:Multicomponent reactions can efficiently construct complex molecular structures from simple precursors. Herein, a novel ruthenium-catalyzed three-component highly selective remote C-H functionalization of 8-aminoquinoline amides has been described. The reaction tolerates a wide range of functional groups, producing arylation/difluoroalkylation products of olefins with potential biological activity and pharmaceutical value. Radical scavenging and radical clock experiments show that a free radical process is involved and a H/D exchange experiment suggests that the reaction might involve ortho -C-H activation of the aromatic ring. A possible mechanism is proposed. Multicomponent reactions can efficiently construct complex molecular structures from simple precursors.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc05491g