4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 8, Pages 1528-1531

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cc08900f

Keywords

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Funding

  1. Natural Science Foundation of Jiangsu Province [BK20131160]
  2. Natural Science Foundation of the Jiangsu Higher Education Institutions [10KJA150049, 11KJB150014]
  3. Priority Academic Project Development of the Jiangsu Higher Education Institutions
  4. foundation of the Key Laboratory of Organic Synthesis of Jiangsu Province [JSK 1210]
  5. Jiangsu College Graduate Research and Innovation Project of the Jiangsu Province Department of Education [KYZZ_0336]

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Two series of novel functionalized polyhydroisoquinoline derivatives have been synthesized via the three-component domino reaction of glutaraldehyde and malononitrile with a series of beta-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 beta-ketoamide to a hydroiso-quinoline via a C-N bond cleavage reaction without the need for a multistep reaction process.

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