【學術亮點】A Sequence-Controlled Di-Functionalization of an SO2-Surrogate with Amines for the Synthesis of Sulfonamides
Recycling Agriculture: Valorization of Agricultural Residual Materials【Department of Chemistry / Lee, Chin-Fa / Distinguished Professor】
循環農業：農業剩餘資材及生質衍生物高值化轉換再利用【化學系/李進發特聘教授】
| 論文篇名 | 英文：A Sequence-Controlled Di-Functionalization of an SO2-Surrogate with Amines for the Synthesis of Sulfonamides 中文：序列控制的SO 2替代物與胺的雙官能化反應用於合成磺酰胺 |
| 期刊名稱 | Advanced Synthesis & Catalysis |
| 發表年份,卷數,起迄頁數 | 2025, 367(18), no.e70041 |
| 作者 | Lee, Yu-Cheng; Karmakar, Indrajit; Qiu, Zi-Hong; Bai, Rekha; Lee, Chin-Fa(李進發)* |
| DOI | 10.1002/adsc.70041 |
| 中文摘要 | 開發了一種簡化的一鍋法、序列控制的雙官能基化策略，用於在溫和條件下合成結構多樣的磺酰胺。此反應利用DABCO•(SO 2 ) 2作為SO 2替代物，以逐步方式與兩種相同或不同的胺反應。碘化鉀(KI)作為計量還原劑，亞硝酸異戊酯則有助於在室溫氮氣氛圍下於乙腈中原位生成活性中間體。此轉化反應透過亞磺酰胺中間體進行，從而能夠高效構建具有廣泛底物適用性、高官能基耐受性和優異產率的磺酰胺。此方法反應曲線清晰、操作簡單、可擴展，是一種實用且基於機械原理的磺酰胺合成方法。 |
| 英文摘要 | A streamlined one-pot, sequence-controlled di-functionalization strategy has been developed for the synthesis of structurally diverse sulfonamides under mild conditions. The reaction utilizes DABCO•(SO2)2 as an SO2-surrogate and engages two amines—either identical or different—in a stepwise manner. Potassium iodide (KI) acts as a stoichiometric reductant, while isoamyl nitrite facilitates the in situ generation of reactive intermediates under a nitrogen atmosphere in acetonitrile at room temperature. The transformation proceeds via a sulfinamide intermediate, enabling the efficient construction of sulfonamides with broad substrate scope, high functional group tolerance, and excellent yields. The method features clean reaction profiles, operational simplicity, and scalability, making it a practical and mechanistically informed approach to sulfonamide synthesis. |
| 發表成果與本中心研究主題相關性 | 磺酰胺是一類重要的有機化合物。在農業化學和工業等領域中具有廣泛應用。此論文開發一新型綠色反應合成磺酰胺。 |
