CARBAZOLE SYNTHESIS VIA AN IN-SITU TRAPPING STRATEGY WITH INDOLYL ENOL ETHERS

被引：14

作者：

PINDUR, U ^{[1
]}

ROGGE, M ^{[1
]}

REHN, C ^{[1
]}

MASSA, W ^{[1
]}

PESCHEL, B ^{[1
]}

机构：

[1] UNIV MARBURG,DEPT CHEM,D-35043 MARBURG,GERMANY

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1994年 / 31卷 / 04期

关键词：

D O I：

10.1002/jhet.5570310448

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indolyl enol ethers, generated from the alkoxy(indolyl)carbenium tetrafluoroborates 1 by treatment with sodium hydride, can be trapped with dimethyl acetylenedicarboxylate or N-phenylmaleimide to furnish the selectively functionalized carbazoles 3, 4, 5, 9, 10, and 13. In addition, the biaryl derivatives 6 and 11 are produced by a ring-opening reaction of the primarily formed Diels-Alder adduct. In the case of the biaryl derivative 6, an X-ray crystal structure analysis yields valuable information on constitutions and configurations in the biaryl series. The phenomenon of atropisomerism is discussed for this compound.

引用

页码：981 / 988

页数：8

共 37 条

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