Isocyanide-Based One-Pot Cascade Synthesis of 3-Acyl Isoindolinones  

作　　者：Jia Liu Yi-Ming Zhu Xiao-Ping Xu Shun-Jun Ji 

机构地区：[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,Soochow University,Suzhou,Jiangsu,215123 China [2]Suzhou Baolidi Functional Materials Research Institute,Suzhou,Jiangsu,215144 China

出　　处：《Chinese Journal of Chemistry》2024年第3期259-263,共5页中国化学（英文版）

基　　金：the National Natural Science Foundation of China(Nos.21772138 and 21672157);the Natural Science Foundation of Jiangsu Province(BK20221356);PAPD。

摘　　要：A series of 3-acyl-substituted isoindolinone derivatives were synthesized in a one-pot manner via the reaction of o-bromobenzaldehydes,isocyanides,and carboxylic acids in the presence of palladium catalyst and base. The reaction employing easily available starting materials features simple operation and high efficiency. The mechanistic study showed that the reaction might undergo 1) Pd-catalyzed [3+2] cyclization of o-bromobenzaldehyde with isocyanide and the re-insertion of another molecule of isocyanide,2) addition of carboxylic acid to in situ formed ketenimine followed by a rearrangement relay to give 3,3-diacyl-substituted isoindolinone derivative. Further transformations of the obtained products through decarbonylation could also be realized.

关 键 词：One-pot reaction ISOCYANIDE Pd catalysis Rearrangement reaction ISOINDOLINONE 

分 类 号：O62[理学—有机化学]