Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
Bioorg Chem. 2021 Feb;107:104534. doi: 10.1016/j.bioorg.2020.104534. Epub 2020 Dec 8.
A novel strategy combining visible-light and enzyme catalysis in one pot for the synthesis of 4H-pyrimido[2,1-b] benzothiazole derivatives from alcohols is described for the first time. Fourteen 4H-pyrimido[2,1-b] benzothiazole derivatives were prepared with yields of up to 98% under mild reaction conditions by a simple operation. The photoorgano catalyst rose Bengal (rB) was employed to oxyfunctionalise alcohols to aldehydes. Compared with aldehydes, alcohols with more stable properties and lower cost, thus we used photocatalysis to oxidize alcohols into aldehydes. Next, the enzyme was used to further catalyze the reaction of Biginelli to produce the target product of 4H-pyrimidine [2,1-b] benzothiazole. Experimental results show that this method provides a more efficient and eco-friendly strategy for the synthesis of 4H-pyrimido[2,1-b] benzothiazole derivatives.
首次描述了一种将可见光和酶催化结合在一个锅中的新策略,用于从醇合成 4H-嘧啶并[2,1-b]苯并噻唑衍生物。通过简单的操作,在温和的反应条件下,以高达 98%的收率制备了 14 种 4H-嘧啶并[2,1-b]苯并噻唑衍生物。光有机催化剂玫瑰红(rB)用于醇的氧化官能化生成醛。与醛相比,醇具有更稳定的性质和更低的成本,因此我们使用光催化将醇氧化成醛。接下来,酶被用于进一步催化 Biginelli 反应,生成目标产物 4H-嘧啶并[2,1-b]苯并噻唑。实验结果表明,该方法为 4H-嘧啶并[2,1-b]苯并噻唑衍生物的合成提供了更高效、更环保的策略。