The gramine route to the Diels-Alder adducts of indolo-2,3-quinodimethanes

被引：19

作者：

Diker, K ^{[1
]}

de Maindreville, MD ^{[1
]}

Royer, D ^{[1
]}

Le Provost, F ^{[1
]}

Lévy, J ^{[1
]}

机构：

[1] Univ Reims, Fac Pharm, CNRS, Lab Transformat & Synth Subst Nat, F-51096 Reims, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 42期

关键词：

indoles; quinonoid compounds; Diels-Alder reactions; polycyclic heterocyclic compounds;

D O I：

10.1016/S0040-4039(99)01349-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indolo-2,3-quinodimethanes were smoothly generated by thermal fragmentation of 2-substituted 3-aminomethylindoles, and engaged in Diers-Alder reactions yielding 1,2,3,4-tetrahydrocarbazoles with a large array of possible substituents at either position. An intramolecular variant of the procedure generated a tetracyclic (unnatural) indolomonoterpene with complete control of three stereocenters. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7463 / 7467

页数：5

共 6 条

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