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Oxidative annulations via double CH bond cleavages: Approach to quinoline derivatives
Author(s) -
Liu Zhenghui,
Guo Shien,
Wang Peng,
Yan Zhenzhong,
Mu Tiancheng
Publication year - 2021
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.6156
Subject(s) - chemistry , quinoline , imidazole , metallacycle , double bond , catalysis , oxidative phosphorylation , combinatorial chemistry , rhodium , molecule , stereochemistry , medicinal chemistry , organic chemistry , x ray crystallography , biochemistry , physics , diffraction , optics
An approach to complicated quinoline derivatives catalyzed by rhodium catalytic system via oxidative annulations was proposed. A systematic exploration was completed. All kinds of reaction parameters were determined. And 55 kinds of target molecules were obtained with moderate to high yields. Combination of double oxidants made the conversion proceed smoothly. A clear reaction mechanism was put forward. Adjacent π systems might provide assistance for realizing the activation of relatively unreactive C(5)H of imidazole rings by forming five‐membered metallacycle intermediates. In addition, scaled‐up experiment verified the practical applicability.