4.8 Article

Visible-light-enabled oxyazidation of alkenes leading to alpha-azidoketones in air

Journal

GREEN CHEMISTRY
Volume 20, Issue 14, Pages 3197-3202

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8gc01245h

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Funding

  1. Natural Science Foundation of Shandong Province [ZR2018MB009, ZR2016JL012]
  2. International Cooperation Project of Qinghai Province [2018-HZ-806, 2017-HZ-806]
  3. National Natural Science Foundation of China [21302109, 21302110]

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A new and facile visible-light-enabled method for the synthesis of -azidoketones has been developed via oxyazidation of alkenes with TMSN3 in air at room temperature. A series of -azidoketones could be easily and efficiently obtained in moderate to excellent yields via cascade C-N and C?O bond formation by simply using low-toxic and inexpensive Rose Bengal (1 mol%) and PhSeSePh (5 mol%) as co-catalysts.

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