Issue 43, 2024

Synthesis of N-heterocyclic compounds using N,N-dimethylacetamides as an electrophilic carbon source

Abstract

In this study, N-heterocyclic compounds were synthesized using nitrogen-containing nucleophilic substrates and electrophilic carbon sources derived from N,N-dimethylacetamide (DMAc). Depending on the nucleophilic groups, N-heterocyclic compounds such as 4-quinazolinones, pyrrole-quinoxalines, and dihydro-benzothiadiazine dioxides were produced. Carbon, adjacent to the nitrogen in DMAc, was activated in the presence of FeCl3ยท6H2O and di-t-butyl peroxide (DTBP). This procedure was considered an economical synthetic method because it utilized iron catalysts and DMAc as an electrophilic carbon source and a solvent.

Graphical abstract: Synthesis of N-heterocyclic compounds using N,N-dimethylacetamides as an electrophilic carbon source

Supplementary files

Article information

Article type
Paper
Submitted
30 Aug 2024
Accepted
28 Sep 2024
First published
03 Oct 2024

Org. Biomol. Chem., 2024,22, 8617-8624

Synthesis of N-heterocyclic compounds using N,N-dimethylacetamides as an electrophilic carbon source

D. Chun, S. B. Lee, S. Chun, S. H. Choi, J. Hong, H. Lee, J. Lee and S. Hong, Org. Biomol. Chem., 2024, 22, 8617 DOI: 10.1039/D4OB01417K

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