Studies on phosphonium ylides .21. Reactions of Wittig reagents with substituted 2-amino-1,4-naphthoquinones

被引：18

作者：

Boulos, LS

Arsanious, MHN

机构：

[1] Department of Pesticide Chemistry, National Research Centre, Dokki, Cairo

来源：

TETRAHEDRON | 1997年 / 53卷 / 10期

关键词：

D O I：

10.1016/S0040-4020(97)00088-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of methoxycarbonylmethylene 2b- and ethoxycarbonylmethylene 2c-triphenylphosphoranes with substituted 2-amino-1,4-naphthoquinones 1a-c afforded the new pyrroline-ylidphosphoranes 3b-3g via 1,2- and 1,4-addition reactions. On the other hand, 2-dimethylamino-1,4-naphthoquinone 1d reads with cyanomethylenetriphenylphosphorane 2d to give adduct 4. Mechanisms accounting for the formation or the new products are discussed. (C) 1997 Published by Elsevier Science Ltd.

引用

收藏

页码：3649 / 3658

页数：10

相关论文

共 17 条

[1]

[Anonymous], 1967, Topics in phosphorus chemistry

[2] REAKTIONEN MIT PHOSPHIN-ALKYLENEN .3. UBER DIE WITTIG-REAKTION MIT TRICYCLOHEXYLPHOSPHIN-ALKYLENEN [J].

BESTMANN, HJ ;

KRATZER, O .

CHEMISCHE BERICHTE-RECUEIL, 1962, 95 (08) :1894-&

[3]

BESTMANN HJ, 1969, TETRAHEDRON LETT, V25, P2101

[4] STUDIES ON PHOSPHONIUM YLIDS .11. ON THE REACTION OF WITTIG REAGENTS WITH PARA-BENZOQUINONEDIMETHANESULFONIMINES - A NEW 1,2-ADDITION REACTION ON PARA-QUINONEIMINES [J].

BOULOS, LS ;

ELKHOSHNIEH, YO ;

ARSANIOUS, MHN .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1990, 47 (1-2) :199-205

[5]

BOULOS LS, 1985, REV ROUM CHIM, V30, P1015

[6] STUDIES ON PHOSPHONIUM YLIDS .8. WITTIG REACTION WITH N,N'-3,5-CYCLOHEXADIENE-1,2-DIYLIDENEBIS[BENZAMIDE] [J].

BOULOS, LS ;

ARSANIOUS, MHN .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1988, 36 (1-2) :23-27

[7] STUDIES ON PHOSPHONIUM YLIDS .10. THE BEHAVIOR OF N,N'-2,5-CYCLOHEXADIENE-1,4-DIYLIDENEBIS[BENZAMIDE] TOWARDS WITTIG REAGENTS [J].

BOULOS, LS ;

ARSANIOUS, MHN .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1989, 42 (1-2) :47-52

[8] STUDIES ON PHOSPHONIUM YLIDES .20. THE BEHAVIOR OF WITTIG REAGENTS TOWARD 1,4-BENZOQUINONE MONOIMINES [J].

BOULOS, LS ;

HENNAWY, IT ;

ARSANIOUS, MHN .

HETEROATOM CHEMISTRY, 1994, 5 (5-6) :447-453

[9] STUDIES ON PHOSPHONIUM YLIDES .29. REACTIONS OF CYANOMETHYLENETRIPHENYLPHOSPHORANE WITH CERTAIN DICARBONYL-COMPOUNDS [J].

BOULOS, LS ;

HENNAWY, IT .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1993, 84 (1-4) :173-179

[10] STUDIES ON PHOSPHONIUM YLIDES-XII - THE REACTION OF STABLE PHOSPHORANES WITH HEXAHYDRO-1,3-HTHALANDIONE [J].

BOULOS, LS ;

SHABANA, R .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1990, 53 (1-4) :81-85