Efficient synthesis of isoquinolines and pyridines via copper(i)-catalyzed multi-component reaction

A wide range of 3-substituted isoquinolines, steroidal pyridines, 5,6-dihydrobenzo[f]isoquinolines and 1,6-naphthyridine were synthesized in good yield via a ligand-free copper-catalyzed three-component reaction of beta -halovinyl/aryl aldehyde, aromatic/aliphatic terminal alkyne and tert-butylamine...

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Bibliographic Details
Published in:RSC advances 2014-01, Vol.4 (27), p.14013-14023
Main Authors: Shekarrao, Kommuri, Kaishap, Partha Pratim, Gogoi, Sanjib, Boruah, Romesh C.
Format: Article
Language:English
Subjects:
Aldehydes
Alkynes
Aromatic compounds
Derivatives
Irradiation
Microwaves
Pyridines
Terminals
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Summary:A wide range of 3-substituted isoquinolines, steroidal pyridines, 5,6-dihydrobenzo[f]isoquinolines and 1,6-naphthyridine were synthesized in good yield via a ligand-free copper-catalyzed three-component reaction of beta -halovinyl/aryl aldehyde, aromatic/aliphatic terminal alkyne and tert-butylamine/benzamidine in DMF under microwave irradiation. A catalyst-free reaction of ortho-alkynyl aryl/vinyl aldehydes with benzamidine under microwave irradiation also provided the 3-substituted isoquinoline and substituted pyridine derivatives in excellent yield.
ISSN:2046-2069
2046-2069
DOI:10.1039/c3ra46722h