Copper-Catalyzed Coupling of N‑Tosylhydrazones with Amines: Synthesis of Fluorene Derivatives

An original formation of one C–N bond and one C–C bond on the same carbenic center has been developed. This approach involves a copper-catalyzed cross-coupling reaction between 2′-bromo-biaryl-N-tosylhydrazones and different amines leading to 9H-fluoren-9-amine derivatives. This reaction proceeds un...

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Bibliographic Details
Published in:ACS catalysis 2014-12, Vol.4 (12), p.4498-4503
Main Authors: Aziz, Jessy, Frison, Gilles, Gómez, Montserrat, Brion, Jean-Daniel, Hamze, Abdallah, Alami, Mouad
Format: Article
Language:English
Subjects:
Catalysis
Chemical Sciences
or physical chemistry
Organic chemistry
Theoretical and
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Summary:An original formation of one C–N bond and one C–C bond on the same carbenic center has been developed. This approach involves a copper-catalyzed cross-coupling reaction between 2′-bromo-biaryl-N-tosylhydrazones and different amines leading to 9H-fluoren-9-amine derivatives. This reaction proceeds under mild conditions in glycerol, an inexpensive and environmentally friendly solvent, without adding any external ligand.
ISSN:2155-5435
2155-5435
DOI:10.1021/cs5014877