INTRAMOLECULAR [4+2] CYCLOADDITION REACTIONS OF PYRIDAZINO-[4,5-D]PYRIDAZINES WITH ACETYLENIC SIDE-CHAIN DIENOPHILES - SYNTHESIS OF F-ANNELATED PHTHALAZINES

被引：11

作者：

HAIDER, N

LOLL, C

机构：

[1] Institute of Pharmaceutical Chemistry, University of Vienna, Vienna, A-1090

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1994年 / 31卷 / 02期

关键词：

D O I：

10.1002/jhet.5570310217

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from the thione 1, a series of 1-(alkynyl-X)-4-phenylpyridazino[4,5-d]pyridazines 4-8 (X = O, NH, S) was prepared. Thermally induced intramolecular [4+2] cycloaddition reactions of the ethers 4, 5 and the thioether 8 afforded f-annelated phthalazide derivatives.

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页码：357 / 360

页数：4

相关论文

共 18 条

[1]

BEDNYAGINA NP, 1959, NAUCH DOKLADY VYSSHE, P338

[2]

Boger D. L., 1987, HETERO DIELS ALDER M

[3] INTRAMOLECULAR DIELS-ALDER REACTIONS OF 1,2-DIAZINES - GENERAL INDOLINE SYNTHESIS - STUDIES ON THE PREPARATION OF THE CENTRAL AND RIGHT-HAND SEGMENTS OF CC-1065 [J].

BOGER, DL ;

COLEMAN, RS .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (12) :2240-2245

[4]

CHIMICHI S, 1979, J CHEM SOC PERK T 1, P2215, DOI 10.1039/p19790002215

[5]

DEBIE DA, 1988, TETRAHEDRON, V44, P2977

[6] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[7] RESEARCHES ON ACETYLENIC COMPOUNDS .27. THE PREPARATION AND PROPERTIES OF THE TOLUENE-PARA-SULPHONATES OF ACETYLENIC ALCOHOLS [J].

EGLINTON, G ;

WHITING, MC .

JOURNAL OF THE CHEMICAL SOCIETY, 1950, (DEC) :3650-3656

[8] RING-TRANSFORMATIONS OF PYRIMIDINES BY INTRAMOLECULAR DIELS-ALDER REACTIONS - SYNTHESIS OF ANNELATED PYRIDINES [J].

FRISSEN, AE ;

MARCELIS, ATM ;

VANDERPLAS, HC .

TETRAHEDRON, 1989, 45 (03) :803-812

[9] PYRIDAZINE ANALOGS OF BIOLOGICALLY-ACTIVE COMPOUNDS .2. 4-ARYLPYRIDAZINO[4,5-D]PYRIDAZINES WITH CYCLIC AMINE SUBSTITUENTS AT C-1 [J].

HAIDER, N ;

HEINISCH, G ;

KIRCHNER, I .

ARCHIV DER PHARMAZIE, 1982, 315 (09) :778-783

[10] INVERSE-ELECTRON-DEMAND DIELS-ALDER REACTIONS OF CONDENSED PYRIDAZINES .1. SYNTHESIS OF PHTHALAZINE DERIVATIVES FROM PYRIDAZINO[4,5-D]PYRIDAZINES [J].

HAIDER, N .

TETRAHEDRON, 1991, 47 (24) :3959-3968