CARBON-NITROGEN BOND FORMATION IN CYCLIZATION BY DEOXYGENATION, THERMOLYSIS OR PHOTOLYSIS OF PHENYLIMIDAZO[1,2-A][1,8]NAPHTHYRIDINES

被引:12
作者
GUEIFFIER, A
BLACHE, Y
VIOLS, H
CHAPAT, JP
CHAVIGNON, O
TEULADE, JC
DAUPHIN, G
DEBOUZY, JC
CHABARD, JL
机构
[1] UFR PHARM,CHIM ORGAN PHARMACEUT LAB,RECH PHARMACOCHIM GRP,F-63001 CLERMONT FERRAND,FRANCE
[2] LAB CHIM ORGAN BIOL,CNRS,URA 485,F-63170 CLERMONT FERRAND,FRANCE
[3] CTR RECH SERV SANTE ARMEES,BIOPHYS LAB,F-38702 LA TRONCHE,FRANCE
[4] UFR PHARM,CHIM ANALYT & SPECTROMETRIE MASSE,RECH BIODYNAM MEDICAMENT GRP,F-63001 CLERMONT FERRAND,FRANCE
关键词
D O I
10.1002/jhet.5570290202
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Triethyl phosphite deoxygenation of 2-(2-nitrophenyl)imidazo[1,2-a][1,8]naphthyridine (3) led to the C-insertion to give the indoloimidazonaphthyridine 5. Our attempt to promote the N-insertion by blocking the C-3 position failed. Triethyl phosphite deoxygenation of 1-nitroso-2-(4-fluorophenyl)imidazo[1,2-a][1,8]-naphthyridine (12) led to the corresponding amine structure (15). Thermolysis and photolysis of 6,8-dimethyl-2-(2-azidophenyl)imidazo[1,2-a][1,8]naphthyridine (17) are also reported.
引用
收藏
页码:283 / 287
页数:5
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