| 张晓鹏,朱奕菘,牛雪利.化学通报,2022,85(2):241-246. |
| 硒催化羰基化合成苯并噻唑-2-氨基甲酸酯 |
| Selenium-catalyzed Carbonylation to Benzothiazol-2-ylcarbamates |
| 投稿时间：2021-06-17 修订日期：2021-06-30 |
| DOI： |
| 中文关键词: 硒催化 羰基化 苯并噻唑-2-氨基甲酸酯 2-氨基苯并噻唑 |
| 英文关键词:Selenium catalysis, Carbonylation, Benzothiazol-2-ylcarbamates, 2-Aminobenzothiazole |
| 基金项目:国家自然科学基金项目(21772033)和高等学校学科创新引智计划项目(D17007)资助 |
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| 中文摘要: |
| 以非金属Se为催化剂，以CO替代剧毒光气及其复杂衍生物作羰基化试剂，以O2为氧化剂，经2-氨基苯并噻唑与醇发生“一锅法”的硒催化氧化羰基化反应，开辟了一条经济、绿色、简便、高效的合成苯并噻唑-2-氨基甲酸酯类化合物的新途径。研究了反应温度、压力、醇的用量及碱的种类等因素对生成苯并噻唑-2-氨基甲酸酯的影响，获得了实施该反应的优化条件，提出了可能的反应机理。在优化条件下，2-氨基苯并噻唑能与一系列醇顺利发生氧化羰基化反应，以70%~94%的收率得到苯并噻唑-2-氨基甲酸酯类化合物。 |
| 英文摘要: |
| With nonmetallic selenium as the catalyst, carbon monoxide instead of highly toxic phosgene and its complex derivatives as the carbonylation reagent, oxygen as the oxidant, a new economical, green, simple and efficient approach to benzothiazole-2-ylcarbamates has been developed via one-pot selenium-catalyzed oxidative carbonylation of 2-aminobenzothiazole with alcohols. The optimal reaction conditions were obatined through the investigation of the main influence factors such as reaction temperature, pressure, alcohol dosage and type of base on the formation of benzothiazole-2-ylcarbamates, and the possible reaction mechanism was also proposed. The carbonylation reaction of 2-aminobenzothiazole could proceed efficiently with a series of alcohols under the optimal conditions, affording the corresponding benzothiazol-2-ylcarbamates in 70%~94% yields. |
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