Divergent Reaction of Isocyanides with o‑Bromobenzaldehydes: Synthesis of Ketenimines and Lactams with Isoindolinone Cores
Yi-Ming Zhu1, Yizhan Fang1, Haiyan Li2, Xiao-Ping Xu1,*（徐小平）, and Shun-Jun Ji1,*（纪顺俊）
1 Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology and Innovation Center for Chemical Science, Soochow University, Suzhou 215123, People’s Republic of China
2 Analysis and Testing Center, Soochow University, Suzhou 215123, People’s Republic of China
Org. Lett.2021, 23, 7342--7347
A divergent reaction of isocyanides with o-bromobenzaldehydes for the synthesis of isoindolinone-derived ketenimines and lactams was disclosed. The reaction features readily available reactants, relatively mild conditions, and high yields of products. Ketenimines could be applied in further transformations for access to other functional molecules. A mechanism study showed that the palladium-migration/imine-insertion process was the key step in this reaction.
链接：https://pubs.acs.org/doi/10.1021/acs.orglett.1c02422
