4.8 Article

Direct Phosphonation of Quinolinones and Coumarins Driven by the Photochemical Activity of Substrates and Products

Journal

ORGANIC LETTERS
Volume 19, Issue 6, Pages 1394-1397

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00299

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Funding

  1. Institute for Basic Science [IBS-R010-G1]
  2. Ministry of Science & ICT (MSIT), Republic of Korea [IBS-R010-D1-2017-A00] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
  3. National Research Foundation of Korea [2011-0007511] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Light-promoted phosphonation of quinolinones and coumarins was developed without the need for an external photocatalyst. Investigations support a mechanism whereby both starting materials and products act as photosensitizers upon excitation using compact fluorescent light sources to photochemically promote the dissociation of the N-O bond in the pyridinium salt by a single electron transfer pathway. A wide range of quinolinone and coumarin substrates can be utilized in the phosphonation process under mild reaction conditions.

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