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Cascade synthesis of polyoxygenated 6H,11H-[2]benzopyrano-[4,3-c][1]benzopyran-11-ones

Authors :
Mikael I. Naumov
Sergey A. Sutirin
Alexey Yu. Fedorov
Sébastien Combes
Olga G. Ganina
Andrey S. Shavyrin
Irina P. Beletskaya
Véronique Bourgarel-Rey
Jean-Pierre Finet
Source :
The Journal of organic chemistry. 72(9)
Publication Year :
2007

Abstract

2-(methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.

Details

ISSN :
00223263
Volume :
72
Issue :
9
Database :
OpenAIRE
Journal :
The Journal of organic chemistry
Accession number :
edsair.doi.dedup.....08d3f65d439c7617d4bd513ecba4b85e