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Synthesis of Symmetrical Bisquinolones via Nickel(0)‐Catalyzed Homocoupling of 4‐Chloroquinolones
Author(s) -
Hashim Jamshed,
Kappe C. Oliver
Publication year - 2007
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.200700081
Subject(s) - chemistry , catalysis , nickel , borylation , combinatorial chemistry , palladium , coupling reaction , organic chemistry , aryl , alkyl
A method for the gram‐scale preparation of functionalized 4,4′‐bisquinolones using a microwave‐assisted Ullmann‐type homocoupling reaction is described. The method is catalytic in nickel(0) which is generated in situ by reduction from an inexpensive nickel(II) source and utilizes readily available 4‐chloroquinolin‐2(1 H )‐ones as starting materials. In contrast to the alternative palladium(0)‐catalyzed one‐pot borylation/Suzuki cross‐coupling reaction, the new method avoids the use of an expensive catalyst and cross‐coupling partner such as bis(pinacolato)diboron.