CINE-SUBSTITUTION OF 1-METHYL-3,6,8-TRINITRO-2-QUINOLONE

Citation
N. Nishiwaki et al., CINE-SUBSTITUTION OF 1-METHYL-3,6,8-TRINITRO-2-QUINOLONE, Bulletin of the Chemical Society of Japan, 69(5), 1996, pp. 1377-1381
Citations number
21
Categorie Soggetti
Chemistry
ISSN journal
00092673
Volume
69
Issue
5
Year of publication
1996
Pages
1377 - 1381
Database
ISI
SICI code
0009-2673(1996)69:5<1377:CO1>2.0.ZU;2-Y
Abstract
cine-Substitution of 1-methyl-3,6,8-trinitro-2-quinolone by 1,3-dicarb onyl compounds in the presence of NEt(3) occurred efficiently, affordi ng 4-functionalized 6,8-dinitro-2-quinolone derivatives. The addition intermediate was isolated in the reaction with CH2(CO(2)Et)(2) and EtO Na. Conversion of the isolated intermediate into the cine-substituted product was performed. These results indicate that the present cine-su bstitution proceeds by the addition-elimination mechanism.