A REGIOSPECIFIC SYNTHESIS OF 2-AZAANTHRAQUINON-3-ONES VIA A HETERO-DIELS-ALDER REACTION WITH BROMONAPHTHOQUINONES

被引：16

作者：

BOUAMMALI, B ^{[1
]}

PAUTET, F ^{[1
]}

FILLION, H ^{[1
]}

SOUFIAOUI, M ^{[1
]}

机构：

[1] FAC SCI RABAT,DEPT CHIM,CHIM PLANTES & SYNTH ORGAN & BIOORGAN LAB,RABAT,MOROCCO

来源：

TETRAHEDRON | 1993年 / 49卷 / 15期

关键词：

DIELS-ALDER; 2-AZADIENE; BROMONAPHTHOQUINONE; 2-AZAANTHRAQUINON-3-ONE;

D O I：

10.1016/S0040-4020(01)89895-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Diels-Alder reaction between 2-azadienes and 2- or 3-bromo-5-substituted naphthoquinones (R3=OH, OAc, OMe) led to a regiospecific synthesis of the corresponding 2-azaanthraquinon-3-ones. The results indicate that the atom exerts a stronger regiochemical control in these cycloadditions than the 5-substituent.

引用

页码：3125 / 3130

页数：6

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