Tandem reactions of 1,3-diacid chlorides with 2-methylimidazoline and 2-methyl-1,4,5,6-tetrahydropyrimidine: one-pot synthesis of 1,8-naphthyridinetetraones.
The reactions of 2-methylimidazoline and 2-methyl-1,4,5,6-tetrahydropyrimidine with 1,3-diacid chlorides, in the presence of Et3N in refluxing MeCN give highly functionalized potentially bioactive 1,8-naphthyridinetetraones. 2-Methylimidazoline and 2-methyl-1,4,5,6-tetrahydropyrimidine can be viewed as tridentate nucleophiles which give four consecutive tandem nucleophilic attacks on electrophiles.
Ye
Guozhong
G
Department of Chemistry, Mississippi State University, Mississippi State, Mississippi 39762, USA.
Zhou
Aihua
A
Henry
William P
WP
Song
Yingquan
Y
Chatterjee
Sabornie
S
Beard
Debbie J
DJ
Pittman
Charles U
CU