Vilsmeier reaction of enaminones: efficient synthesis of halogenated pyridin-2(1H)-ones.
A facile and efficient one-pot synthesis of halogenated pyridin-2(1H)-ones from a series of readily available enaminones under Vilsmeier conditions is described, and a mechanism involving sequential halogenation, formylation, and intramolecular nucleophilic cyclization is proposed.
Zhang
Rui
R
Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China.
Zhang
Dingyuan
D
Guo
Yongli
Y
Zhou
Guangyuan
G
Jiang
Zijiang
Z
Dong
Dewen
D
D000588:Amines / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D015195:Drug Design; D006219:Halogens / Q000737:chemistry*; D008956:Models, Chemical; D009584:Nitrogen / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D011728:Pyridones / Q000737:chemistry*; D012822:Silicon Dioxide / Q000737:chemistry; D013696:Temperature
D000588:Amines; D006219:Halogens; D011725:Pyridines; D011728:Pyridones; D002244:Carbon; D012822:Silicon Dioxide; D009584:Nitrogen; D010100:Oxygen