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Auto‐Tandem Catalysis: Synthesis of Substituted 11 H ‐Indolo[3,2‐ c ]quinolines via Palladium‐Catalyzed Intermolecular CN and Intramolecular CC Bond Formation
Author(s) -
Meyers Caroline,
Rombouts Geert,
Loones Kristof T. J.,
Coelho Alberto,
Maes Bert U. W.
Publication year - 2008
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200700328
Subject(s) - chemistry , intramolecular force , tandem , intermolecular force , palladium , catalysis , ring (chemistry) , cascade reaction , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , molecule , materials science , composite material
D ‐Ring substituted 11 H ‐indolo[3,2‐ c ]quinolines ( 4 ) have been prepared via auto‐tandem consecutive intermolecular Buchwald‐Hartwig reaction and intramolecular palladium‐catalyzed arylation on 4‐chloroquinoline ( 1 ) with N ‐unsubstituted 2‐chloroanilines ( 2 ). The reported 11 H ‐indolo[3,2‐ c ]quinolines ( 4 ) represent the first examples in which tandem catalysis has been used to construct N ‐unsubstituted carbolines.