Synthesis of Neoflavenes by a Palladium-Catalyzed Cross-Coupling Reaction of 4-Trifluoromethylsulfonyloxy-2 H -Chromenes with Arylboronic Acids

Under anhydrous conditions, 4-phenyl-2H-chromenes were obtained in excellent yields by a cross-coupling reaction of 4-trifluoromethylsulfonyloxy-2H-chromenes with arylboronic acids, except for o-methoxyphenylboronic acid, in the presence of K2CO3 and several palladium catalysts. Although copper(I) i...

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Bibliographic Details
Published in:Bulletin of the Chemical Society of Japan 2002-03, Vol.75 (3), p.581-585
Main Authors: Eguchi, Tetsuya, Hoshino, Yukio, Ayame, Akimi
Format: Article
Language:English
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Summary:Under anhydrous conditions, 4-phenyl-2H-chromenes were obtained in excellent yields by a cross-coupling reaction of 4-trifluoromethylsulfonyloxy-2H-chromenes with arylboronic acids, except for o-methoxyphenylboronic acid, in the presence of K2CO3 and several palladium catalysts. Although copper(I) iodide, used as a co-catalyst, showed no effect on this reaction, it was confirmed to act in the case of the coupling reaction of 4-trifluoromethylsulfonyloxy-2H-chromene with tributylphenyltin, instead of phenylboronic acid, in the presence of [Pd(PPh3)4].
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.75.581