Synthetic Communications ( IF 1.8 ) Pub Date : 2023-03-14 , DOI: 10.1080/00397911.2023.2188221 Viacheslav Lysenko 1 , Anton Portiankin 1 , Tetiana Shvydenko 1 , Kostiantyn Shvydenko 1 , Svitlana Shishkina 1 , Aleksandr Kostyuk 1
Abstract
Starting from readily available aminocarbonyl compounds Marckwald reaction was used for the preparation of 6,7-dihydro-5H-pyrrolo[1,2-c]imidazoles. The two-step procedure afforded the product in high yield and can be used for preparation of bulk quantities. Their further reactions with various electrophiles were studied giving previously unknown functionalized derivatives. The reaction with silylformamidine that exists in an equilibrium with its carbenic form afforded C-silyl derivative. Various halogen derivatives were prepared and used as starting materials. • Commercially available starting materials
• High yield methods
• Can be used for bulk synthesis of unsubstituted imidazoles
• Polyfunctional core
• 22 examples
中文翻译:
6,7-二氢-5H-吡咯并[1,2-c]咪唑的合成与功能化
摘要
从容易获得的氨基羰基化合物开始,Marckwald 反应用于制备 6,7-二氢-5H-吡咯并 [1,2-c] 咪唑。两步法使产品收率高,可用于大批量制备。研究了它们与各种亲电子试剂的进一步反应,得到了以前未知的功能化衍生物。与与其卡宾形式平衡存在的甲硅烷基甲脒反应得到C-甲硅烷基衍生物。制备了各种卤素衍生物并用作起始原料。• 市售原材料
• 高产方法
• 可用于未取代咪唑的批量合成
• 多功能核心
• 22 个例子