Syntheses of 6,12-disubstituted 5,11-dihydroindolo[3,2-b]carbazoles, including 5,11-dihydroindolo[3,2-b]carbazole-6,12-dicarbaldehyde, an extremely efficient ligand for the TCDD (Ah) receptor

被引：46

作者：

Tholander, J

Bergman, J ^{[1
]}

机构：

[1] Royal Inst Technol, Dept Chem, S-10044 Stockholm, Sweden

[2] Karolinska Inst, Novum, Dept Organ Chem, S-14157 Huddinge, Sweden

来源：

TETRAHEDRON | 1999年 / 55卷 / 43期

关键词：

polycyclic heterocyclic compounds; dimerisation; indoles; indolisation;

D O I：

10.1016/S0040-4020(99)00733-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Symmetrically and unsymmetrically 6,12-disubstituted 5,11-dihydroindolo[3,2-b]carbazoles have been synthesized via a range of methods: a) double Fischer indolization of the bis-phenylhydrazone of 2,5-dimethyl-1,4-cyclohexanedione, b) condensation of indole with aliphatic aldehydes, and c) Pd-mediated cyclization of a diphenyl phenylenediamine derivative. Most notably, 5,11-dihydroindolo[3,2-b]carbazole-6.12-dicarbaldehyde has been synthesized, whereby a previously assigned structure has been confirmed. This compound is an extremely efficient ligand for the TCDD (Ah) receptor. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：12577 / 12594

页数：18