4.7 Article

Unprecedented carbon-carbon bond cleavage in nucleophilic aziridine ring opening reaction, efficient ring transformation of aziridines to imidazolidin-4-ones

Journal

CHEMICAL COMMUNICATIONS
Volume -, Issue 4, Pages 422-424

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/b816007d

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Funding

  1. National Natural Science Foundation of China
  2. Ministry of Science and Technology
  3. Chinese Academy of Sciences

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N-Styryl-3-aryl-1-methylaziridine-2-carboxamides, which were readily obtained from the cross coupling reaction between 3-aryl-1-methylaziridine-2-carboxamides and 1-aryl-2-bromoethenes catalyzed by CuI/N,N-dimethylglycine in the presence of Cs2CO3, underwent a base-mediated intramolecular nucleophilic aziridine ring opening reaction effectively via the carbon carbon bond cleavage of aziridine to afford the ring expanded imidazolidin-4-one products in good yields.

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