Palladium catalyzed synthesis of 2-trifluoromethylquinolines through a domino Sonogashira-alkyne carbocyclization process.
A new, rapid and high-yielding method to prepare 3,4-disubstituted 2-trifluoromethylquinolines by a palladium catalyzed tandem Sonogashira-alkyne carbocyclization of beta-trifluoromethyl beta-enaminoketones with arynes is described. Moderate to excellent yields have been achieved under mild conditions. This reaction can also be expanded to the non-fluorine containing substrates. The reaction mechanism is also discussed.
Chen
Zixian
Z
Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Zhu
Jiangtao
J
Xie
Haibo
H
Li
Shan
S
Wu
Yongming
Y
Gong
Yuefa
Y
D002384:Catalysis; D003500:Cyclization; D010165:Palladium / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis*
D011804:Quinolines; D010165:Palladium