3.1 Synthesis of (Deaza)purines by Cyclization of Heterocyclic Enamines with 1,3-Dielectrophiles

Abstract: Cyclization reactions of heterocyclic enamines with 1,3-dielectrophiles, such as 1,3-diketones, enaminones or 3-chloro-2-en-1-ones, provide access to a variety of pharmacologically relevant fluorinated purine analogues. Purines were prepared also by inverse electron-demand Diels-Alder reactions of heterocyclic enamines with triazines. Amidino-C-glycosides in their reactions with 1,3-dielectrophiles afforded pyrimidine-C-glycosides.

Review: Synlett 2022, 33, 440-457.

Period of investigation: 2009 - Today

Keywords: heterocyclic enamines; cyclizations; heterocycles