Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 50, Pages 12096-12099Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201701979
Keywords
amination; benzoxazinone; electrochemistry; nitrogen heterocycles; sustainable chemistry
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Funding
- Advanced Lab for Electrochemistry and Electrosynthesis-ELYSION (Carl Zeiss Stiftung)
- Grants-in-Aid for Scientific Research [26220804] Funding Source: KAKEN
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1,4-Benzoxazin-3-ones are important structural motifs in natural products and bioactive compounds. Usually, the synthesis of benzoxazinones requires transition-metal catalysts and pre-functionalized substrates such as aryl halides. However, the anodic C-H amination of phenoxy acetates offers a very efficient and sustainable access to these heterocycles. The presented electrochemical protocol can be applied to a broad scope of alkylated substrates. Even tert-butyl moieties or halogen substituents are compatible with this versatile method.
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