Palladium‐Catalyzed Cross‐Coupling/Annulation Cascade for Synthesis of 9‐Hydroxy and 9‐Aminofluorenes

9‐Hydroxyfluorenes are easily synthesized via a tandem Suzuki/phenolic aldolisation sequence. This process was extended to 9‐aminofluorenes by simply adding various amines as third partners. X‐ray structures and NMR studies confirmed the presence of intermolecular O−H ⋅ ⋅ ⋅ N hydrogen bonding....

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2018-01, Vol.360 (2), p.235-241
Main Authors: François, Benjamin, Szczubelek, Luc, Berrée, Fabienne, Roisnel, Thierry, Carboni, Bertrand
Format: Article
Language:English
Subjects:
Amines
Betti bases
cascade process
Chemical reactions
Chemical Sciences
Chemical synthesis
Cross coupling
fluorene
Hydrogen bonding
Mannich reaction
NMR
Nuclear magnetic resonance
Organic chemistry
Palladium
Suzuki coupling
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Summary:9‐Hydroxyfluorenes are easily synthesized via a tandem Suzuki/phenolic aldolisation sequence. This process was extended to 9‐aminofluorenes by simply adding various amines as third partners. X‐ray structures and NMR studies confirmed the presence of intermolecular O−H ⋅ ⋅ ⋅ N hydrogen bonding.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201701146