THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .6. NAPHTHOTHIENONAPHTHYRIDINES

被引：24

作者：

CASTLE, RN ^{[1
]}

PAKRAY, S ^{[1
]}

MARTIN, GE ^{[1
]}

机构：

[1] UNIV HOUSTON,COLL PHARM,DEPT MED CHEM,HOUSTON,TX 77304

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 08期

关键词：

D O I：

10.1002/jhet.5570280835

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Five novel polycyclic heterocyclic ring systems are reported via photocyclization. The specific final products in these ring systems are: naphtho[1',2':4,5]thieno[2,3-c][1,8)naphthyridin-6(5H)-one (5), naphtho[1',2':4,5]thieno[2,3-c][1,6]naphthyridin-6(5H)-one (6), naphtho[1',2':4,5]thieno[2,3-c]-1,5-naphthyridine (9), naphtho[1',2':4,5]thieno[2,3-c][1,2,4]triazolo[4,3-a]-1,5-naphthyridine (12), and naphtho[2',1':4,5]thieno[2,3-c]-1,5-naphthyridine (17). The direction of photocyclization to produce 9 was established from a zero quantum two-dimensional nmr spectroscopy experiment (ZQCOSY) using 6-chloronaphtho[1',2':4,5]thieno[2,3-c]-1,5-naphthyridine (8) as the model compound.

引用

页码：1997 / 2003

页数：7

共 15 条

[1] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .1. THIENO[3',2'-4,5]THIENO[2,3-C]QUINOLINE AND THIENO[2',3'-4,5]THIENO[2,3-C]QUINOLINE [J].

CASTLE, SL ;

LUO, JK ;

KUDO, H ;

CASTLE, RN ;

LEE, ML .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (05) :1363-1365

[2] TOTAL ASSIGNMENT OF THE H-1-NMR AND C-13-NMR SPECTRA OF DINAPHTHO[1,2-B-1',2'-D]THIOPHENE THROUGH THE CONCERTED USE OF TWO-DIMENSIONAL NMR TECHNIQUES [J].

JOHNSTON, MD ;

SALAZAR, M ;

KRUGER, DK ;

CASTLE, RN ;

MARTIN, GE .

MAGNETIC RESONANCE IN CHEMISTRY, 1988, 26 (10) :839-847

[3] SYNTHESIS OF THE ISOMERIC MONOMETHYL DERIVATIVES OF THE NOVEL NAPHTHO[2',1'-4,5]THIENO[2,3-C]QUINOLINE RING-SYSTEM [J].

KUDO, H ;

CASTLE, RN ;

LEE, ML .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1985, 22 (01) :211-214

[4] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .4. BENZO[F]THIENO[2',3'/4,5]THIENO[2,3-C]QUINOLINE AND BENZO[H]THIENO[2',3'/4,5]THIENO[2,3-C]QUINOLINE AND THE TOTAL ASSIGNMENT OF THEIR H-1-NMR AND C-13-NMR SPECTRA [J].

LUO, JK ;

ZEKTZER, AS ;

CASTLE, RN .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (03) :737-743

[5] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .5. [1]BENZOTHIENO[2,3-C]NAPHTHO[2,1-F]QUINOLINE AND [1]BENZOTHIENO[2,3-C]NAPHTHO[1,2-G]QUINOLINE [J].

LUO, JK ;

CASTLE, RN .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (08) :1825-1830

[6] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .2. BENZO[H][1]BENZOTHIENO[2,3-C]QUINOLINE AND BENZO[F][1]BENZOTHIENO[2,3-C]QUINOLINE [J].

LUO, JK ;

CASTLE, RN .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (04) :1031-1033

[7] LONG-RANGE TWO-DIMENSIONAL HETERONUCLEAR CHEMICAL-SHIFT CORRELATION [J].

MARTIN, GE ;

ZEKTZER, AS .

MAGNETIC RESONANCE IN CHEMISTRY, 1988, 26 (08) :631-652

[8]

MEMORY JD, 1982, NMR AROMATIC COMPOUN, P54

[9] MAPPING OF SPIN SPIN COUPLING VIA ZERO-QUANTUM COHERENCE [J].

MULLER, L .

JOURNAL OF MAGNETIC RESONANCE, 1984, 59 (02) :326-331

[10] THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .3. 12-METHYLBENZO[H][1]BENZOTHIENO[2,3-C][1,6]NAPHTHYRIDINE [J].

MUSMAR, MJ ;

CASTLE, RN .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (01) :203-204

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