Premium
Convenient Synthesis of 11‐Substituted 11 H ‐Indolo[3,2‐ c ]quinolines by Sequential Chemoselective Suzuki Reaction/Double C–N Coupling
Author(s) -
Pham Ngo Nghia,
Janke Sophie,
Salman Ghazwan Ali,
Dang Tuan Thanh,
Le Thanh Son,
Spannenberg Anke,
Ehlers Peter,
Langer Peter
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700913
Subject(s) - chemistry , suzuki reaction , stacking , stereochemistry , chemoselectivity , combinatorial chemistry , coupling reaction , medicinal chemistry , organic chemistry , palladium , catalysis
A pathway to access 11‐substituted 11 H ‐indolo[3,2‐ c ]quinolines is described. The protocol features a chemoselective Suzuki reaction of o ‐dihaloquinolines with o ‐bromophenylboronic acid, followed by double C–N coupling with primary amines. The molecular structure of a representative product is exemplified, and demonstrates well‐defined π‐stacking interactions in the molecular network.