Zhao Cheng, Zhong Ai-Qing, Xie Ding-Xiong, Ren Hai, Ni Chen-Chen, Chen Guo-Shu, Liu Yun-Lin
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, People's Republic of China.
School of Chemistry and Chemical Engineering, Guangzhou University, Guangzhou 510006, People's Republic of China.
Org Lett. 2024 Aug 23;26(33):7031-7036. doi: 10.1021/acs.orglett.4c02591. Epub 2024 Aug 12.
A 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)-catalyzed cascade annulation reaction between -quinamines and 3-formylchromones was developed, affording a series of benzopyrone-fused hydrobenzo[,]indoles in moderate to high yields with excellent diastereoselectivity. This cascade reaction is efficient since two new rings as well as one C-N, one C═C, and two C-C bonds are created in a single step. The scale-up synthesis and versatile transformations of the products further demonstrated the practicality and utility of this approach.
开发了一种1,8 - 二氮杂双环[5.4.0]十一碳 - 7 - 烯（DBU）催化的喹胺与3 - 甲酰基色酮之间的串联环化反应，以中等到高的产率和优异的非对映选择性得到了一系列苯并吡喃并氢化苯并[ , ]吲哚。该串联反应是高效的，因为在一步中形成了两个新环以及一个C - N键、一个C═C键和两个C - C键。产物的放大合成和多样转化进一步证明了该方法的实用性和效用。
