Iron(III)chloride induced synthesis of pyrazolopyridines & quinolines

Abstract

A simple and straightforward protocol has been accomplished for synthesis of pyrazolo[3,4-b]pyridines by reacting 5-amino-1-phenyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehyde (1) and β-enaminoketones (2) promoted by Iron(III)chloride. This protocol was also able to produce quinolines (5) by the reaction of O-nitrobenzaldehydes and β-enaminoketones. Simple reaction conditions, high compatibility and excellent yields are the advantages of this protocol.

Graphical Abstract

Key Words:

• β-enaminoketones
• O-nitrobenzaldehyde
• iron(III)chloride
• pyrazolopyridine
• quinolines

Acknowledgements

We gratefully acknowledge the help received from centre for NMR & Structural Chemistry and Analytical Chemistry & Mass Spectrometry, CSIR–IICT. We thank director CSIR-IICT for the support (IICT/pubs./2019/407).

Additional information

Funding

We are grateful to SERB-DST, New Delhi for financial support [grant no. EEQ/20l6/000066].