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A Straightforward Approach to Tetrahydroindolo[3,2‐ b ]carbazoles and 1‐Indolyltetrahydrocarbazoles through [3+3] Cyclodimerization of Indole‐Derived Cyclopropanes
Author(s) -
Ivanova Olga A.,
Budynina Ekaterina M.,
Khrustalev Victor N.,
Skvortsov Dmitriy A.,
Trushkov Igor V.,
Melnikov Mikhail Ya.
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201502287
Subject(s) - indole test , chemistry , combinatorial chemistry , stereochemistry , medicinal chemistry
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.