通过有机光氧化还原和路易斯酸催化合并实现饱和氮杂环的脱氢/（3+2）环加成反应
Dehydrogenation/(3+2) Cycloaddition of Saturated Aza-Heterocycles via Merging Organic Photoredox and Lewis Acid Catalysis.
作者信息
Xiao Teng-Fei, Zhang Yi-Fan, Hou Wen-Tao, Yan Pen-Ji, Hai Jun, Xu Peng-Fei, Xu Guo-Qiang
机构信息
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
College of Chemistry and Chemical Engineering, Key Laboratory of Hexi Corridor Resources Utilization of Gansu Universities, Hexi University, Zhangye 734000, P. R. China.
出版信息
Org Lett. 2021 Nov 19;23(22):8942-8946. doi: 10.1021/acs.orglett.1c03431. Epub 2021 Nov 10.
Herein, we report a photoinduced dehydrogenation/(3+2) cycloaddition reaction by merging organic photoredox and Lewis acid catalysis, providing a straightforward and efficient approach for directly installing a benzofuran skeleton on the saturated aza-heterocycles. In this protocol, we also describe a novel organic photocatalyst (-Bu-DCQ) with the advantages of a wider redox potential, easy synthesis, and a low price. Furthermore, the stepwise activation mechanism of dual C(sp)-H bonds was demonstrated by a series of experimental and computational studies.
在此，我们报道了一种通过有机光氧化还原和路易斯酸催化相结合的光诱导脱氢/(3+2)环加成反应，为在饱和氮杂环上直接安装苯并呋喃骨架提供了一种直接且高效的方法。在该方案中，我们还描述了一种新型有机光催化剂（-Bu-DCQ），其具有氧化还原电位更宽、易于合成且价格低廉的优点。此外，通过一系列实验和计算研究证明了双C(sp)-H键的逐步活化机制。
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