Solid‐Phase Synthesis of Heterocyclic Systems (Heterocycles Containing One Heteroatom)

Combinatorial Solution-Phase Synthesis of (2S,4S)-4-Acylamino-5-oxopyrrolidine-2-carboxamides

“…Because of their ability to mimic the structure of peptides and their ability to reverse binding to proteins, functionalized heterocycles are interesting scaffolds for the preparation of diversity-oriented compound libraries for medicinal and pharmaceutical applications. − In the past decades, various saturated monocyclic, fused, and spiro heterocycles with dipeptide or related structural motifs have been prepared and employed as conformationally constrained mimetics of dipeptides. ,− In this context, ( S )-proline, ( S )-pyroglutamic acid ( 1 ), and their derivatives play an important role as versatile starting materials and building blocks for the preparation of nonracemic saturated heterocycles, such as functionalized pyrrolidines, 5,5-, 5,6-, and 5,7-fused pyrrolidines, and spiro pyrrolidines containing a dipeptide or closely related structural motif. − So far, several pyrrolidine-containing libraries of biologically active compounds have been synthesized. − ,− …”

Solid-Phase Methods for the Microwave-Assisted Synthesis of Heterocycles

“…Thus, recent interest in the preparation of non-peptidic synthetic targets on solid support has grown. Solid-phase synthesis of heterocyclic compounds [8][9][10] has been an attractive field of academic as well as industrial pharmaceutical research since heterocycles offer well-defined spatial positioning of their substituents and, in general, have many characteristics common among bioactive compounds, such as good oral availability, the ability to cross membranes and high in vivo stability [11]. Furthermore, they are usually available via short, undemanding synthetic routes, and their preparation costs are typically lower than those of other drug candidates (i.e., peptide therapeutics for which the solid-phase methodology originally has been developed [12]).…”

Synthesis of 2-substituted 6-(5-oxo-1-phenylpyrrolidin-3-yl)pyrimidin-4(3H)-ones

“…Various 2-[(hetero)aryl]ethylamines are analogues of the above chemical messengers and, consequently, such 2-ethylamino-functionalized heterocyclic compounds represent attractive synthetic targets. In this context, the preparation of novel synthetic analogues of naturally occurring 2-((hetero)aryl)ethylamines is of particular interest in medicinal, synthetic organic, and combinatorial chemistry [2][3][4][5][6][7][8][9]. In the last decade, the synthesis of aminoethyl functionalized heterocycles has represented an important part of our research studies.…”