Highly efficient synthesis of functionalized indolizines and indolizinones by copper-catalyzed cycloisomerizations of propargylic pyridines.
The copper-catalyzed cycloisomerizations of 2-pyridyl-substituted propargylic acetates and its derivatives are described, which offer an efficient route to C-1 oxygenated indolizines with a wide range of substituents under mild reaction conditions. The presented method could be readily applied to the synthesis of indolizinones through a cyclization/1,2-migration of tertiary propargylic alcohols.
Yan
Bin
B
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China.
Zhou
Yebing
Y
Zhang
Hao
H
Chen
Jingjin
J
Liu
Yuanhong
Y
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D007212:Indolizines / Q000138:chemical synthesis*; D007536:Isomerism; D020005:Propanols / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
D000480:Alkynes; D007212:Indolizines; D020005:Propanols; D011725:Pyridines; D003300:Copper; C028255:propargyl alcohol