A Straightforward Approach to Tetrahydroindolo[3,2-b]carbazoles and 1-Indolyltetrahydrocarbazoles through [3+3] Cyclodimerization of Indole-Derived Cyclopropanes

被引：28

作者：

Ivanova, Olga A. ^{[1
]}

Budynina, Ekaterina M. ^{[1
,2
]}

Khrustalev, Victor N. ^{[3
,4
]}

Skvortsov, Dmitriy A. ^{[1
]}

Trushkov, Igor V. ^{[1
,2
]}

Melnikov, Mikhail Ya. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Leninskie Gory 1-3, Moscow 119991, Russia

[2] Fed Res Ctr Pediat Hematol Oncol & Immunol, Lab Chem Synth, Samory Mashela 1, Moscow 117997, Russia

[3] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Vavilova 28, Moscow 119991, Russia

[4] Peoples Friendship Univ Russia, Miklukho Maklaya 6, Moscow 117198, Russia

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2016年 / 22卷 / 04期

基金：

俄罗斯科学基金会;

关键词：

cyclopropanes; dimerization; domino reactions; indoles; Lewis acids; DOMINO CARBOCATIONIC REARRANGEMENT; DONOR-ACCEPTOR CYCLOPROPANES; CONSTRUCTION; DIMERIZATION; METABOLITES; ROUTE;

D O I：

10.1002/chem.201502287

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A rapid new approach to produce biologically relevant bisindoles, namely indolyltetrahydrocarbazoles and indolo[3,2-b]carbazoles, has been developed, based on the Ga(OTf)(3)-catalyzed [3+3] cyclodimerization of indole-derived donor-acceptor cyclopropanes. Chemoselectivity of the process depends on the location of the three-membered ring at the indole core.

引用

页码：1223 / 1227

页数：5

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