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p -TSA·H 2 O catalyzed metal-free and environmentally benign synthesis of 4-aryl quinolines from arylamine, arylacetylene, and dimethyl sulfoxide

An environmentally benign and metal-free synthesis of 4-aryl quinolines is reported by employing readily available arylamine, arylacetylene, and DMSO in the presence of 20 mol% -TSA·H O. In the present protocol, the solvent DMSO serves as a reactant cum solvent for providing the C2 carbon atom of th...

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Published in:Organic & biomolecular chemistry 2023-09, Vol.21 (37), p.7553-7560
Main Authors: Faraz, Simra, Khan, Abu Taleb
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Language:English
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container_title Organic & biomolecular chemistry
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creator Faraz, Simra
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description An environmentally benign and metal-free synthesis of 4-aryl quinolines is reported by employing readily available arylamine, arylacetylene, and DMSO in the presence of 20 mol% -TSA·H O. In the present protocol, the solvent DMSO serves as a reactant cum solvent for providing the C2 carbon atom of the quinoline skeleton. Notably, the reaction proceeds effectively and efficiently without the involvement of any metal catalyst, ligand, and co-catalyst as additives and inert atmospheric reaction conditions. This method provides high atom economy and good yields, and two - and one - bonds are formed in a single step through a three-component reaction.
doi_str_mv 10.1039/D3OB00993A
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title p -TSA·H 2 O catalyzed metal-free and environmentally benign synthesis of 4-aryl quinolines from arylamine, arylacetylene, and dimethyl sulfoxide
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