Iodine-imine Synergistic Promoted Povarov-Type Multicomponent Reaction for the Synthesis of 2,2′-Biquinolines and Their Application to a Copper/Ligand Catalytic System

An efficient iodine-imine synergistic promoted Povarov-type multicomponent reaction was reported for the synthesis of a practical 2,2′-biquinoline scaffold. The tandem annulation has reconciled iodination, Kornblum oxidation, and Povarov aromatization, where the methyl group of the methyl azaarenes...

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Bibliographic Details
Published inOrganic letters Vol. 23; no. 22; pp. 9000 - 9005
Main Authors Hu, Qi-Qi, Gao, Yan-Ting, Sun, Jia-Chen, Gao, Jing-Jing, Mu, Hong-Xiao, Li, Yi-Ming, Zheng, Ya-Nan, Yang, Kai-Rui, Zhu, Yan-Ping
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.11.2021
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
NITRILES
ANILINES
METHYL
3-COMPONENT CASCADE ANNULATION
AEROBIC OXIDATIVE CYCLIZATION
ALKYNES
POLYSUBSTITUTED QUINOLINES
DERIVATIVES
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Summary:An efficient iodine-imine synergistic promoted Povarov-type multicomponent reaction was reported for the synthesis of a practical 2,2′-biquinoline scaffold. The tandem annulation has reconciled iodination, Kornblum oxidation, and Povarov aromatization, where the methyl group of the methyl azaarenes represents uniquely reactive input in the Povarov reaction. This method has broad substrate scope and mild conditions. Furthermore, these 2,2′-biquinoline derivatives had been directly used as bidentate ligands in metal-catalyzed reactions.
Bibliography:ObjectType-Article-1
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c03546