Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyrid ines

An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyrid ines via intramolecular Heck reactions of imine derivatives of beta -halovinyl/aryl aldehydes and 5-aminopyrazoles. This palladi...

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Bibliographic Details
Published in:RSC advances 2015-02, Vol.5 (27), p.21099-21102
Main Authors: Prakash, Rashmi, Shekarrao, Kommuri, Saikia, Pallabi, Gogoi, Sanjib, Boruah, Romesh C
Format: Article
Language:English
Subjects:
Acetates
Aldehydes
Aromatic compounds
Derivatives
Imines
Ligands
Palladium
Synthesis
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Summary:An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyrid ines via intramolecular Heck reactions of imine derivatives of beta -halovinyl/aryl aldehydes and 5-aminopyrazoles. This palladium acetate catalyzed reaction afforded good yields of these pyrazolo fused compounds under thermal conditions in the presence of xantphos as the ligand.
ISSN:2046-2069
DOI:10.1039/c4ra17190j