<i>N</i>‑Amino-imidazolin-2-one Peptide Mimic Synthesis and Conformational Analysis

Base-promoted 5-exo-dig cyclizations of aza-propargylglycinamides provided N-amino-imidazolin-2-one peptide mimics, which exhibited turn geometry in X-ray crystallographic and NMR spectroscopic analyses. Sonogashira coupling prior to cyclization afforded N-amino-imidazolin-2-ones with diverse 4-position aromatic substituents with potential to serve as Phe and Trp mimics.碱促进的氮杂炔丙基甘氨酰胺发生5-外切-dig型环化反应，可生成N-氨基-2-咪唑啉酮类肽模拟物；经X射线晶体衍射与核磁共振波谱分析验证，该类化合物呈现出特征性的转角几何结构。若先对底物进行薗头偶联反应（Sonogashira coupling）再开展环化，则可得到4位带有多样化芳香取代基的N-氨基-2-咪唑啉酮类化合物，这类衍生物有望作为苯丙氨酸（Phe）与色氨酸（Trp）的模拟物。