Regioselective Diels-Alder reactions of 3-indolylquinones

被引：16

作者：

Alonso, MA ^{[1
]}

López-Alvarado, P ^{[1
]}

Avendaño, C ^{[1
]}

Menéndez, JC ^{[1
]}

机构：

[1] Univ Complutense, Fac Farm, Dept Quim Organ & Farmaceut, Madrid 28040, Spain

来源：

TETRAHEDRON | 2003年 / 59卷 / 16期

关键词：

Diels-Alder reactions; Michael reactions; indoles; quinones; 2-quinolinones;

D O I：

10.1016/S0040-4020(03)00340-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

6-(3-Indolyl)quinolinequinone derivatives gave regioselective Diels-Alder reactions with a variety of dienophiles, yielding polycyclic carbazole derivatives. One-pot reactions, proceeding through a cascade of reactions including regioselective Michael and Diels-Alder steps, gave heptacyclic derivatives starting from indoles and 2,5,8(1H)-quinolinetriones. Double Diels-Alder reactions of 6-(3-indolyl)quinolinequinones and dihalobenzoquinones gave eleven-cycle products in one step. (C) 2003 Elsevier Science Ltd. All rights reserved.

引用

页码：2821 / 2830

页数：10

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