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Palladium‐Catalyzed [3+2] and [2+2+2] Annulations of 4‐Iodo‐2‐quinolones with Activated Alkynes through Selective C−H Activation
Author(s) -
Yamamoto Yoshihiko,
Jiang Jiyue,
Yasui Takeshi
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201904558
Subject(s) - palladium , catalysis , chemistry , combinatorial chemistry , medicinal chemistry , organic chemistry
The palladium‐catalyzed reaction of 4‐iodo‐2‐quinolones with activated alkynes was investigated. Cyclopenta[ de ]quinoline‐2(1 H )‐ones and/or phenanthridine‐6(5 H )‐ones were obtained through [3+2] annulation involving aromatic C−H activation or [2+2+2] annulation involving vinylic C−H activation, respectively. Reasonable mechanisms for the formation of these annulation products have been proposed based on density functional theory calculations.