Highly selective synthesis of functionalized polyhydroisoquinoline derivatives via a three-component domino reaction.

Chem Commun (Camb)

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.

Published: January 2015

Two series of novel functionalized polyhydroisoquinoline derivatives have been synthesized via the three-component domino reaction of glutaraldehyde and malononitrile with a series of β-ketoamides under microwave irradiation conditions in the presence of a catalytic amount of Et3N (10 mol%). This reaction represents the first reported process for the facile conversion of a β-ketoamide to a hydroisoquinoline via a C-N bond cleavage reaction without the need for a multistep reaction process.

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http://dx.doi.org/10.1039/c4cc08900fDOI Listing

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Highly selective synthesis of functionalized polyhydroisoquinoline derivatives via a three-component domino reaction.

Chem Commun (Camb)

January 2015

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, P. R. China.

Two series of novel functionalized polyhydroisoquinoline derivatives have been synthesized via the three-component domino reaction of glutaraldehyde and malononitrile with a series of β-ketoamides under microwave irradiation conditions in the presence of a catalytic amount of Et3N (10 mol%). This reaction represents the first reported process for the facile conversion of a β-ketoamide to a hydroisoquinoline via a C-N bond cleavage reaction without the need for a multistep reaction process.

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