A new Heck reaction modification using ketone Mannich bases as enone precursors: Parallel synthesis of anti-leishmanial chalcones

Christina Reichwald, Orly Shimony, Nina Sacerdoti-Sierra, Charles L. Jaffe, Conrad Kunick*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

A new Heck-type reaction for the synthesis of chalcones has been established using Mannich bases as enone precursors. The novel reaction proceeds rapidly in air atmosphere under ligandless conditions and can be adapted for library synthesis in a parallel reactor station. Screening of the synthesized chalcones revealed N-{4-[(1E)-3-oxo-3-(3-pyridinyl)-1-propenyl]phenyl}benzamide (3f) to be a potent anti-leishmanial agent.

Original languageAmerican English
Pages (from-to)1985-1989
Number of pages5
JournalBioorganic and Medicinal Chemistry Letters
Volume18
Issue number6
DOIs
StatePublished - 15 Mar 2008

Bibliographical note

Funding Information:
Funding by a grant of the European Commission (Contract No. LSHB-CT-2004-503467; to C.R., C.L.J., and C.K.) is gratefully acknowledged.

Keywords

  • Chalcones
  • Heck reaction
  • Leishmania

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