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Site-Selective C-H Alkylation of Piperazine Substrates via Organic Photoredox Catalysis.

Joshua B McManusNicholas P R OnuskaMatthew S JeffreysNicole C GoodwinDavid A Nicewicz
Published in: Organic letters (2020)
Piperazine-containing compounds serve as one of the most important classes of compounds throughout all fields of chemistry. Alas, current synthetic methods have fallen short of providing a general method for the synthesis of highly decorated piperazine fragments. Herein, we present a site-selective approach to the C-H functionalization of existing piperazine compounds using photoredox catalysis. This manifold relies on the predictable differentiation of electronically distinct nitrogen centers within the piperazine framework, granting access to novel C-alkylated variants of the starting piperazines.
Keyphrases
  • visible light
  • quantum dots
  • reduced graphene oxide
  • highly efficient