Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5223735 | Tetrahedron | 2008 | 8 Pages |
Abstract
11H-indolo[3,2-c]isoquinoline has been synthesized in two steps starting from 4-bromoisoquinoline and 2-bromoaniline via a selective Buchwald-Hartwig reaction followed by a Pd-catalyzed intramolecular direct arylation involving C(sp2)-H activation. The synthesis of 7H-indolo[2,3-c]isoquinoline was achieved by a combination of a Suzuki reaction with an intramolecular nitrene insertion reaction starting from 4-bromoisoquinoline and {2-[(2,2-dimethylpropanoyl)amino]phenyl}boronic acid. Selective methylation of the tetracyclic skeletons yielded the title compounds 6-methyl-6H-indolo[3,2-c]isoquinoline and 6-methyl-6H-indolo[2,3-c]isoquinoline, which have never been described in the literature before.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Gitte Van Baelen, Caroline Meyers, Guy L.F. Lemière, Steven Hostyn, Roger Dommisse, Louis Maes, Koen Augustyns, Achiel Haemers, Luc Pieters, Bert U.W. Maes,