4.5 Article

Fluorofuroxans: Synthesis and Application as Photoinduced Nitric Oxide Donors

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 5, Issue 7, Pages 886-890

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201600149

Keywords

aromatic substitution; furoxans; nitrogen oxides; photochemistry; synthetic methods

Funding

  1. Naito Foundation
  2. Inoue Science Research Award
  3. NOVARTIS Foundation (Japan) for the Promotion of Science
  4. TOBE MAKI Scholarship Foundation
  5. Kawanishi Memorial ShinMaywa Education Foundation

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The synthesis of 3- and 4-fluorofuroxans is reported for the first time. Under photoirradiation and physiological conditions, 4-fluorofuroxans with weaker nitric oxide-releasing ability are converted into 3-fluorofuroxans, which show remarkable thiol-mediated nitric oxide-releasing properties, thereby suggesting that 4-fluorofuroxans are potent photoinduced nitric oxide donors.

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