TRANSFORMATIONS OF NITROPYRIMIDINES BY ACTION OF C-NUCLEOPHILES

被引：0

作者：

RUSINOV, VL ^{[1
]}

CHUPAKHIN, ON ^{[1
]}

VANDERPLAS, HC ^{[1
]}

机构：

[1] AGR UNIV WAGENINGEN,DEPT ORGAN CHEM,6803 BC WAGENINGEN,NETHERLANDS

来源：

HETEROCYCLES | 1995年 / 40卷 / 01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：

The addition of C-nucleophiles to 5-nitropyrimidines, to some of their [1,5-a]pyrazolo- or triazolo-annelated systems, and their subsequent ring transformations have been reviewed. The ring transformations involving the replacement of the N-(3)-C-(4)-C-(5) fragment of the pyrimidine ring, the N-(1)-C-(5)-C-(6), the N-(1)-C-(2)-N-(3) or the N-(1)-C-(2) fragment by structural parts of different C-nucleophilic agents are summarized; possible pathways, involving these transformations are discussed.

引用

页码：441 / 475

页数：35

共 52 条

[21] PURINES, PYRIMIDINES, AND IMIDAZOLES .61. REACTION OF 6-ALKYLAMINO-4-CHLORO-5-NITROPYRIMIDINES WITH DIETHYL MALONATE, ETHYL CYANOACETATE, AND ETHYL ACETOACETATE AND SOME DERIVED PYRROLO[3,2-D]PYRIMIDINES RELATED TO THE CYTOKININS [J].

GREGSON, S ;

SHAW, G .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (01) :187-190

[22] A NOVEL RING TRANSFORMATION OF 5-NITROURACILS INTO 5-CARBAMOYLURACILS VIA THE RETRO-MICHAEL REACTION [J].

HIROTA, K ;

KITADE, Y ;

SENDA, S .

TETRAHEDRON LETTERS, 1981, 22 (25) :2409-2410

[23] PYRIMIDINE-DERIVATIVES AND RELATED-COMPOUNDS .36. NUCLEOPHILIC-ADDITION REACTION OF A CYANIDE ION TO 6-SUBSTITUTED 1,3-DIMETHYL-5-NITROURACILS - SYNTHESIS OF 5,6-DIHYDROURACIL AND 5,6-DIHYDROCYCLOTHYMINE DERIVATIVES [J].

HIROTA, K ;

YAMADA, Y ;

ASAO, T ;

SENDA, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (07) :1896-1899

[24] PYRIMIDINES .15. NOVEL PYRIMIDINE TO PYRIDINE RING TRANSFORMATION REACTION - FACILE SYNTHESIS OF 2,6-DIHYDROXYPYRIDINES [J].

HIROTA, K ;

KITADE, Y ;

SENDA, S ;

HALAT, MJ ;

WATANABE, KA ;

FOX, JJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (15) :4423-4425

[25] PYRIMIDINES .17. NOVEL PYRIMIDINE TO PYRIDINE TRANSFORMATION REACTION - ONE-STEP SYNTHESIS OF PYRIDO[2,3-D]PYRIMIDINES [J].

HIROTA, K ;

KITADE, Y ;

SENDA, S ;

HALAT, MJ ;

WATANABE, KA ;

FOX, JJ .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (05) :846-851

[26] PYRIMIDINE-DERIVATIVES AND RELATED-COMPOUNDS .48. URACIL RING TRANSFORMATION - CONVERSION OF 5-NITROURACILS INTO 5-CARBAMOYLURACILS [J].

HIROTA, K ;

KITADE, Y ;

SENDA, S .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08) :1859-1861

[27]

KLYUEV NA, 1992, KHIM GETEROTSIKL, P116

[28]

KORNILOV MY, 1991, ZH ORG KHIM+, V27, P144

[29] RING TRANSFORMATIONS OF HETEROCYCLES WITH NUCLEOPHILES .33. CYCLOADDITIONS OF 5-NITROPYRIMIDINES WITH YNAMINES - FORMATION OF 3-NITROPYRIDINES, N-5-PYRIMIDYL-ALPHA-CARBAMOYLNITRONES, AND 2,2A-DIHYDROAZETO[2,3-D]-3,5-DIAZOCINES [J].

MARCELIS, ATM ;

VANDERPLAS, HC .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (01) :67-71

[30] INVERSE ELECTRON DEMAND DIELS-ALDER REACTIONS OF 5-NITROPYRIMIDINE WITH ENAMINES - SYNTHESIS OF 3-NITROPYRIDINE DERIVATIVES [J].

MARCELIS, ATM ;

VANDERPLAS, HC .

TETRAHEDRON, 1989, 45 (09) :2693-2702

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