【學術亮點】Visible-Light-Triggered and Rhodamine B-Catalyzed Thiolation of Bromoalkynes: Accessing Alkynyl Thioethers
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：Visible-Light-Triggered and Rhodamine B-Catalyzed Thiolation of Bromoalkynes: Accessing Alkynyl Thioethers 中文：可見光引發和羅丹明B催化的溴炔烴硫醇化反應：製備炔基硫醚 |
| 期刊名稱 | The Journal of Organic Chemistry |
| 發表年份,卷數,起迄頁數 | 2025, 90(30), 10880−10891 |
| 作者 | Bai, Rekha; Chiu, Yu-Ling; Karmakar, Indrajit; Lee, Chin-Fa(李進發)* |
| DOI | 10.1021/acs.joc.5c01295 |
| 中文摘要 | 我們報導了一種可見光介導的C(sp)–S II 交聯反應，使1-鹵代炔烴與芳基/烷基硫醇發生偶聯反應。此反應在紫外線LED照射下，以羅丹明B為催化劑。多種1-鹵代炔烴可與芳基和烷基硫醇高效偶聯，並以中等至優異的產率生成相應的炔基硫醚。此反應方案具有無金屬、室溫、操作簡便及底物適用性廣等特性。 |
| 英文摘要 | A visible-light-mediated cross coupling of 1-haloalkynes with aryl/alkyl thiols is reported. The reaction was catalyzed by Rhodamine B under purple LED irradiation in an open-air atmosphere. Rhodamine B is a basic xanthene dye, which is easily degradable and highly soluble in water. A wide range of 1-haloalkynes efficiently coupled with aryl and alkyl thiols to obtained corresponding alkynyl thioethers in moderate to excellent yields. Metal-free, room temperature, easy operation, and broad substrate scope are the salient features of the established protocol. uccessfully employed cesium carbonate as a catalyst to facilitate the efficient oxidative coupling reaction between thiophosphates and thiols. This method exhibits good functional group tolerance, operates under simple and mild reaction conditions, produces minimal byproducts, and does not require high temperatures or transition metal catalysts, making it advantageous for the synthesis and modification of bioactive molecules. |
| 發表成果與本中心研究主題相關性 | 製備炔基硫醚是一類重要的有機硫化物，在農藥及農業化學具有廣泛應用。此論文開發一新型綠色環保製程合成製備炔基硫醚。尤其在農業用途上，可以減少製備炔基硫醚的化學汙染! |
