A study of the reactivity of cyclic aminomethylammonium mannich salts

Dimitrova, Daniela and McMahon, Connor and Kennedy, Alan R. and Parkinson, John A. and Leach, Stuart G. and Boulton, Lee T. and Pascoe, David D. and Murphy, John A. (2022) A study of the reactivity of cyclic aminomethylammonium mannich salts. Tetrahedron, 128. 133120. ISSN 0040-4020 (https://doi.org/10.1016/j.tet.2022.133120)

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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.