4.8 Article

Photocatalyzed ortho-Alkylation of Pyridine N-Oxides through Alkene Cleavage

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 18, Pages 5139-5142

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201801305

Keywords

alkenes; C-C bond cleavage; ortho-alkylation; photocatalysis; pyridine N-oxides

Funding

  1. MEXT [JP15H05756, JP16K05694]
  2. JST ACT-C Grant, Japan [JPMJCR12Z9]
  3. JSPS
  4. Grants-in-Aid for Scientific Research [15H05756, 16K05694] Funding Source: KAKEN

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A photocatalyzed reaction of pyridine N-oxides with alkenes gives ortho-alkylated pyridines with cleavage of the carbon-carbon double bond. Benzyl and secondary alkyl groups are incorporated at the ortho position of pyridines in one pot.

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