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Issue 39, 2015
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Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines

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Abstract

A facile synthesis of novel 3-nitro-2-aryl-2H-thiopyrano[2,3-b]quinolines from the domino reactions of 2-mercaptoquinoline-3-carbaldehyde and substituted β-nitrostyrenes in the presence of triethylamine (TEA) in water is described. This “on water” protocol proceeds with high atom economy through the creation of one C–S and one C–C bond presumably via a Michael addition-intramolecular aldol-dehydration domino sequence.

Graphical abstract: Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines

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Publication details

The article was received on 08 Dec 2014, accepted on 23 Mar 2015 and first published on 23 Mar 2015


Article type: Paper
DOI: 10.1039/C5RA04795A
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RSC Adv., 2015,5, 30826-30832

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    Facile “on water” domino reactions for the expedient synthesis of 2H-thiopyrano[2,3-b]quinolines

    S. V. Kumar, S. Muthusubramanian and S. Perumal, RSC Adv., 2015, 5, 30826
    DOI: 10.1039/C5RA04795A

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