Brønsted Base-Mediated Aziridination of 2-Alkyl-Substituted-1,3-Dicarbonyl Compounds and 2-Acyl-Substituted-1,4-Dicarbonyl Compounds by Iminoiodanes

Ciputra Tejo, Davin Tirtorahardjo, David Philip Day, Edmond Dik Lung MA, Chung Hang Leung, Philip Wai Hong Chan*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

2 Citations (Scopus)

Abstract

The synthesis of α,α-diacylaziridines and α,α,β-triacylaziridines from reaction of 2-alkyl-substituted-1,3-dicarbonyl compounds and 2-acyl-substituted-1,4-dicarbonyl compounds with arylsulfonyliminoiodinanes (ArSO2N=IPh) under Brønsted base-mediated atmospheric conditions is described. The reaction mechanism is thought to involve the formal oxidation of the substrate followed by aziridination of the ensuing α,β-unsaturated intermediate by the hypervalent iodine(iii) reagent.

Original languageEnglish
Pages (from-to)430-435
Number of pages6
JournalAustralian Journal of Chemistry
Volume70
Issue number4
DOIs
Publication statusPublished - 2017

Scopus Subject Areas

  • Chemistry(all)

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