Vilsmeier-Haack reactions of 2-arylamino-3-acetyl-5,6-dihydro-4H-pyrans toward the synthesis of highly substituted pyridin-2(1H)-ones.
A facile and efficient one-pot synthesis of highly substituted pyridin-2(1H)-ones was developed via Vilsmeier-Haack reactions of readily available enaminones, 2-arylamino-3-acetyl-5,6-dihydro-4H-pyrans, and a mechanism involving sequential ring-opening, haloformylation, and intramolecular nucleophilic cyclization reactions is proposed.
Xiang
Dexuan
D
Department of Chemistry, Northeast Normal University, Changchun, 130024, China.
Yang
Yang
Y
Zhang
Rui
R
Liang
Yongjiu
Y
Pan
Wei
W
Huang
Jie
J
Dong
Dewen
D
D015394:Molecular Structure; D011714:Pyrans / Q000737:chemistry*; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011714:Pyrans; D011728:Pyridones