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Zn(OTf) 2 -mediated C H activation: An expeditious and solvent-free synthesis of aryl/alkyl substituted quinolines

Authors :
Sandeep P. Bahekar
Prashant B. Sarode
Hemant S. Chandak
Source :
Tetrahedron Letters. 57:5753-5756
Publication Year :
2016
Publisher :
Elsevier BV, 2016.

Abstract

Zinc(II) triflate catalyzed three-component coupling reactions of alkynes, amines and aldehydes leading to the formation of aryl/alkyl substituted quinolines has been described. Notably, the reaction proceeded efficiently and effectively without the use of ligand, co-catalyst, solvent or inert atmosphere. This robust solvent-free process operates under an ambient atmosphere and avoids the use of precious metals, hazardous solvents and harsh reaction conditions. This atom economic process eliminates the waste generated in the multistep synthesis. Additionally, a pseudo three-component Povarov reaction of amines and butanal proceeds under the same green conditions enabling the formation of 2,3-dialkyl quinolines.

Details

ISSN :
00404039
Volume :
57
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........c8a6a6fc886491dab2b9e97f973069e4
Full Text :
https://doi.org/10.1016/j.tetlet.2016.10.113