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Uncanonical Semireduction of Quinolines and Isoquinolines via Regioselective HAT-Promoted Hydrosilylation.

Chao HuCuong VoRohan R MerchantSi-Jie ChenJonathan M E HughesByron K PetersTian Qin
Published in: Journal of the American Chemical Society (2022)
Heterocycles are the backbone of modern medical chemistry and drug development. The derivatization of "an olefin" inside aromatic rings represents an ideal approach to access functionalized saturated heterocycles from abundant aromatic building blocks. Here, we report an operationally simple, efficient, and practical method to selectively access hydrosilylated and reduced N-heterocycles from bicyclic aromatics via a key diradical intermediate. This approach is expected to facilitate complex heterocycle functionalizations that enable access to novel medicinally relevant scaffolds.
Keyphrases
  • amino acid
  • healthcare
  • ms ms
  • liquid chromatography tandem mass spectrometry
  • high performance liquid chromatography
  • quantum dots
  • high resolution