Synthesis of N-substituted phthalimides via Pd-catalyzed [4+1] cycloaddition reaction

Chengxian Hu; Lu Wang; Yuanyuan Wu; Yonglong Zheng; Ying Fu; Zhengyin Du

doi:10.1039/d3cc04534j

Synthesis of N-substituted phthalimides via Pd-catalyzed [4+1] cycloaddition reaction

Chem Commun (Camb). 2023 Dec 14;59(100):14839-14842. doi: 10.1039/d3cc04534j.

Authors

Chengxian Hu¹, Lu Wang¹, Yuanyuan Wu¹, Yonglong Zheng¹, Ying Fu¹, Zhengyin Du¹

Affiliation

¹ Key Laboratory of Eco-functional Polymer Materials of the Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, P. R. China. clinton_du@126.com.

PMID: 38014497
DOI: 10.1039/d3cc04534j

Abstract

A novel Pd-catalyzed assembly of N-substituted phthalimides by merging of [4+1] cycloaddition and difluorocarbene transfer carbonylation from 2-iodo-N-phenylbenzamides and difluorocarbene precursors is disclosed. Difluorocarbene acts as a carbonyl source and simultaneously forms one C-C bond, one C-N bond and one CO bond to produce N-substituted phthalimides in high yields.