4.8 Article

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

Journal

ORGANIC LETTERS
Volume 22, Issue 2, Pages 679-683

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04456

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Funding

  1. GlaxoSmithKline (GSK)

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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.

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