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. 2020 Jan 17;22(2):679-683.
doi: 10.1021/acs.orglett.9b04456. Epub 2020 Jan 6.

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

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

Joshua B McManus et al. Org Lett. .

Abstract

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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