Title
Synthesis of functionalized pyridazin-3(2**H**)-ones via bromine-magnesium exchange on bromopyridazin-3(2**H**)-ones Synthesis of functionalized pyridazin-3(2**H**)-ones via bromine-magnesium exchange on bromopyridazin-3(2**H**)-ones
Author
Faculty/Department
Faculty of Sciences. Chemistry
Publication type
article
Publication
Washington, D.C. ,
Subject
Chemistry
Source (journal)
The journal of organic chemistry. - Washington, D.C.
Volume/pages
74(2009) :24 , p. 9440-9445
ISSN
0022-3263
ISI
000272462100025
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
The potential of halogen−magnesium exchange reactions, followed by quenching with electrophiles, for the functionalization of the pyridazin-3(2H)-one core was investigated. 2-Benzyl-4-bromo-5-methoxy- (1), 2-benzyl-5-bromo-4-methoxy- (4), and 2-benzyl-4,5-dibromopyridazin-3(2H)-one (10) were selected as readily available model substrates. While 1 and 10 gave exclusively C-4 metalation, a tandem reaction involving nucleophilic substitution via addition elimination and bromine−magnesium exchange was observed with 4.
E-info
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