4.6 Article

Photocatalyzed cascade Meerwein addition/cyclization of N-benzylacrylamides toward azaspirocycles

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 14, Pages 2406-2410

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob00132d

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Funding

  1. National Natural Science Foundation of China [21662013, 21462017]
  2. Hunan Provincial Natural Science Foundation of China [2018JJ1020]
  3. Scientific Research Fund of Hunan Provincial Education Department [16A171]
  4. ARDITI-Agencia Regional parao Desenvolvimento da Investigacao Tecnologia e InovacAo-Centro de Quimica da Madeira-CQM+ (Madeira 14-20) [M1420-01-0145-FEDER-000005]

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A visible-light-induced cascade Meerwein addition/cyclization of alkenes involving C-F bond cleavage was developed. This method offers a rapid access to azaspirocyclic cyclohexadienones from N-benzylacrylamides via C-F bond cleavage applying H2O as an external oxygen source, allowing for the incorporation of various aromatic moieties originating from aryldiazonium salts.

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