SYNTHESIS OF 5,7-DIHYDRO-6H-NAPHTHO-[1',2'/5,6]PYRANO[3,2-C]QUINOLIN-6-ONES

被引：0

作者：

GUPTA, MCLN ^{[1
]}

DARBARWAR, M ^{[1
]}

机构：

[1] OSMANIA UNIV,DEPT CHEM,HYDERABAD 500007,ANDHRA PRADESH,INDIA

来源：

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 1994年 / 33卷 / 11期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acid catalysed condensation of 3-formyl-4-hydroxyquinolin-2(1H)-ones (1) with 2-naphthol (2) furnishes two different 7-substituted 5,7-dihydro-6H-naphtho[1',2':5,6]pyrano[3,2-c]quinolin-6-ones 3 and 4. A mechanistic pathway for the formation of 3 and 4 has been described. The structure of the unexpected product 4 has been supported by an independent synthesis starting from 4-hydroxyuinolin-2(1H)-ones (11) and 2-hydroxy-1-naphthaldehyde (12).

引用

页码：1080 / 1082

页数：3

共 7 条

[1]

BALBI A, 1979, PHARMACO ED SCI, V34, P595

[2] THE CHEMICAL CONSTITUENTS OF AUSTRALIAN FLINDERSIA SPECIES .6. THE STRUCTURE AND CHEMISTRY OF FLINDERSINE [J].

BROWN, RFC ;

HOBBS, JJ ;

HUGHES, GK ;

RITCHIE, E .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1954, 7 (04) :348-377

[3] 4-HYDROXY-3-NITRO-2-QUINOLONES AND RELATED COMPOUNDS AS INHIBITORS OF ALLERGIC REACTIONS [J].

BUCKLE, DR ;

CANTELLO, BCC ;

SMITH, H ;

SPICER, BA .

JOURNAL OF MEDICINAL CHEMISTRY, 1975, 18 (07) :726-732

[4]

CALF GE, 1973, TETRAHEDRON LETT, P511

[5]

DAYER F, 1974, HELV CHIM ACTA, V57, P2201, DOI 10.1002/hlca.19740570736

[6] ONE POT SYNTHESIS OF 7-[1,2-DIHYDRO-4-HYDROXY-1-METHYL(PHENYL)-2-OXO-3-QUINOLINYL]-5,7-DIHYDRO-5-METHYL(PHENYL)-6H-[1]-BENZOPYRANO[3,2-C] QUINOLIN-6-ONES [J].

RAO, VS ;

DARBARWAR, M .

SYNTHETIC COMMUNICATIONS, 1988, 18 (18) :2267-2272

[7] 14H-NAPHTHO[1',2'/5,6]PYRANO[2,3-B]QUINOLINE DERIVATIVES [J].

ROMA, G ;

ERMILI, A ;

BALBI, A .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1975, 12 (06) :1103-1109

← 1 →