Synthesis of C-C-bridged bis-isoflavones.
Unique C-C-bridged bis-isoflavones 5, 8, and 9 were obtained by reaction of 2-bromomethyl-7,4'-dimethoxyisoflavone 4 with ethyl cyanoacetate anion or tetraethylammonium cyanide or by Pd-catalyzed ethoxycarbonylation, respectively. The phenolic carboxylic acid 7 is available from 5 in two steps.
al-Maharik
N I
NI
Department of Chemistry, University of Helsinki, Finland.
Kaltia
S A
SA
Mutikainen
I
I
Wähälä
K
K
D000478:Alkylation; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D003486:Cyanides; D004121:Dimethyl Sulfoxide; D007202:Indicators and Reagents; D007529:Isoflavones / Q000737:chemistry*; D007854:Lead; D009842:Oligopeptides / Q000138:chemical synthesis / Q000737:chemistry*
D001952:Bridged-Ring Compounds; D002264:Carboxylic Acids; D003486:Cyanides; D007202:Indicators and Reagents; D007529:Isoflavones; D009842:Oligopeptides; D007854:Lead; D004121:Dimethyl Sulfoxide