Issue 100, 2023

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

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[double bond, length as m-dash]O bond to produce N-substituted phthalimides in high yields.

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

Supplementary files

Article information

Article type
Communication
Submitted
13 Sep 2023
Accepted
17 Nov 2023
First published
21 Nov 2023

Chem. Commun., 2023,59, 14839-14842

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

C. Hu, L. Wang, Y. Wu, Y. Zheng, Y. Fu and Z. Du, Chem. Commun., 2023, 59, 14839 DOI: 10.1039/D3CC04534J

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