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Radical-mediated remote migration of quinoxalinones.

Chenyang ChangQi ZhangXin-Xin WuChen Zhu
Published in: Chemical communications (Cambridge, England) (2023)
Disclosed herein is the first example of radical-mediated remote migration of quinoxalinones. The quinoxalinonyl-functionalization of alkenes employs the quinoxalinone-substituted tertiary bishomoallylic alcohols as substrates, proceeds through intramolecular 1,4-quinoxalinone migration, and gives rise to complex γ-quinoxalinone-substituted aliphatic ketones. A set of external radicals is compatible with this method. The protocol features broad tolerance of functional groups, good adaptability to various external radicals and high product diversity, and opens a new door for the synthesis of quinoxalinone derivatives.
Keyphrases
  • molecular docking
  • randomized controlled trial
  • molecular dynamics simulations