A study of the reactivity of cyclic aminomethylammonium mannich salts

Daniela Dimitrova, Connor McMahon, Alan R. Kennedy, John A. Parkinson, Stuart G. Leach, Lee T. Boulton, David D. Pascoe, John A. Murphy

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Abstract

A novel method for the preparation of aminoalkylaminomethyl products was developed utilising novel Mannich-type salts featuring a R 2NCH 2NR 3 + moiety. This methodology showed good nucleophile scope and was successfully employed in reactions under basic, acidic, and neutral conditions. A wide range of diamine products was successfully synthesised, including a neuropeptide Y antagonist.

Original languageEnglish
Article number133120
Number of pages17
JournalTetrahedron
Volume128
Early online date5 Nov 2022
DOIs
Publication statusPublished - 3 Dec 2022

Keywords

  • Mannich salts
  • trialkylamine
  • nucleophile
  • amminomethylammonium
  • functionalisation

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