NOVEL HETEROCYCLICS FROM 3-SUBSTITUTED-5H-1,2,4-TRIAZINO[5,6-B]INDOLES AND PI-ACCEPTORS

被引：34

作者：

HASSAN, AA ^{[1
]}

MOHAMED, NK ^{[1
]}

ALI, BA ^{[1
]}

MOURAD, AFE ^{[1
]}

机构：

[1] MENIA UNIV,FAC SCI,DEPT CHEM,MENIA,EGYPT

来源：

TETRAHEDRON | 1994年 / 50卷 / 33期

关键词：

D O I：

10.1016/S0040-4020(01)89615-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of 1,2,4-triazino[5,6-b]indole-3-thione 1 with tetracyanoethylene (TCNE) afforded the disulfide 6, the tricyanovinylation product 8 and thiazolotriazinoindole 11 3-Aryl-5H-1,2,4-triazino[5,6-b] indoles 2a,b reacted with TCNE to give pentacyanopropene 12 and 3-aminoptriazinoindole derivatives 14a,b 3-Hydrazino-5H-1,2,4-triazino[5,6-b]indole 3 reacted with TCNE, dicyanomethyleneindane-1,3-dione(CNIND)and 2,3-dicyano-1,4-naphthoquinone(DCNQ)to form triazolotriazinoindoles 17 and the triazepinotriazinoindoles 16,24 and 26. The reaction of 3 with chlorinated quinones gave the quinazolinetriones 21-23.

引用

收藏

页码：9997 / 10010

页数：14

相关论文

共 33 条

[1] CYCLIZATION REACTIONS OF 3-HYDRAZINO[1,2,4]TRIAZINO[5,6-B]INDOLE [J].

ABDELLATIF, FF ;

SHAKER, RM ;

MAHGOUB, SA ;

BADR, MZA .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (03) :769-772

[2]

ALI AA, 1993, CAN J CHEM, V71, P1845

[3] FACILE ISOMERIZATION OF 2-(DICYANOMETHYLENE)-1,3-INDANDIONE TO 2,3-DICYANO-1,4-NAPHTHOQUINONE [J].

ASHWELL, GJ ;

BRYCE, MR ;

DAVIES, SR ;

HASAN, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (19) :4585-4587

[4]

BERGMAN J, 1978, ACTA CHEM SCAND B, V30, P853

[5] A SPECTROPHOTOMETRIC STUDY OF MOLECULAR-COMPLEXES OF 2,3-DICYANO-1,4-NAPHTHOQUINONE [J].

BUDNI, ML ;

JAYADEVAPPA, ES .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1988, 44 (06) :607-612

[6] STUDIES OF CHARGE-TRANSFER COMPLEXES OF 2-DICYANOMETHYLENE-INDANE-1,3-DIONE [J].

CHATTERJ.S .

JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1969, (06) :725-+

[7] ETODOLIC ACID AND RELATED COMPOUNDS - CHEMISTRY AND ANTIINFLAMMATORY ACTIONS OF SOME POTENT DISUBSTITUTED AND TRISUBSTITUTED 1,3,4,9-TETRAHYDROPYRANO[3,4-B]INDOLE-1-ACETIC ACIDS [J].

DEMERSON, CA ;

HUMBER, LG ;

PHILIPP, AH ;

MARTEL, RR .

JOURNAL OF MEDICINAL CHEMISTRY, 1976, 19 (03) :391-395

[8]

DOPP D, 1988, 5 INT S ZUR 18 23 SE, P41

[9] ANTIVIRAL AGENTS - 5H-AS-TRIAZINO[5,6-B]INDOLES [J].

GLADYCH, JMZ ;

STEWART, RC ;

STANFIELD, FJ ;

BOYLE, JJ ;

HORNBY, R ;

HAFF, RF ;

FERLAUTO, RJ ;

JACK, D ;

HUNT, JH ;

KORMENDY, CG .

JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (03) :277-+

[10]

GUPTA GD, 1982, INDIAN J CHEM B, V21, P311

← 1 2 3 4 →