Publication
Title
Synthesis of 6-methyl-6**H**-indolo[3,2-**c**]isoquinoline and 6-methyl-6**H**-indolo[2,3-**c**]isoquinoline: two new unnatural isoquinoline isomers of the cryptolepine series
Author
Abstract
11H-indolo[3,2-c]isoquinoline has been synthesized in two steps starting from 4-bromoisoquinoline and 2-bromoaniline via a selective BuchwaldHartwig 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.
Language
English
Source (journal)
Tetrahedron. - Oxford
Publication
Oxford : 2008
ISSN
0040-4020
Volume/pages
64:51(2008), p. 11802-11809
ISI
000261714100037
Full text (Publisher's DOI)
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 14.11.2008
Last edited 01.08.2017
To cite this reference