使用一种易于获得的 N-杂环酸酐，可直接获得邻位官能化和 N-三氟乙酰化（双环）酮哌嗪。
Direct access to vicinally functionalized and N-trifluoroacetylated (bicyclic)ketopiperazines using a readily affordable N-heterocyclic anhydride.
机构信息
Department of Chemistry, Central Washington University, Ellensburg, WA 98926, USA.
出版信息
Org Biomol Chem. 2020 Feb 26;18(8):1577-1581. doi: 10.1039/d0ob00049c.
Functionalized 2-piperazinones play essential roles as conformationally-constrained peptidomimetics by mimicking inverse γ-turns in peptides. Here, we describe an efficient, scalable, stereoselective, modular, and chemoselective annulation protocol between a novel N-trifluoroacetyl anhydride and several reactive partners, including lactim ethers, imidoyl chlorides, aryl aldimines, and 1,3-azadienes, leading to vicinally functionalized (bicyclic) 2-piperazinones.
功能化的 2-哌嗪酮通过模拟肽中的反 γ-转角，作为构象受限的肽模拟物发挥着重要作用。在这里，我们描述了一种新颖的 N-三氟乙酰酐与几种反应性试剂之间的高效、可扩展、立体选择性、模块化和选择性的环合反应方案，包括内酰胺醚、亚胺酰氯、芳基醛亚胺和 1,3-偶氮二烯，得到邻位官能化的（双环）2-哌嗪酮。
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