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Issue 7, 2007
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Direct sp3 C–H bond activation adjacent to nitrogen in heterocycles

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Abstract

Activation of sp3 C–H bonds adjacent to nitrogen in heterocycles is an attractive transformation that is emerging as a practical method in organic synthesis. This tutorial review aims to summarize the key examples of direct functionalization of nitrogen-containing heterocycles via metal-mediated and metal-catalyzed processes, which is meant to serve as a foundation for future investigations into this rapidly developing area of research. The review covers functionalization of N-heterocycles via α-lithiation with alkyllithium/diamine complexes, α-amino radical formation, metal-catalyzed direct C–H activation, C–H oxidations and oxidative couplings, and metal-catalyzed carbene insertions.

Graphical abstract: Direct sp3 C–H bond activation adjacent to nitrogen in heterocycles

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Publication details

The article was received on 19 Oct 2006 and first published on 01 Mar 2007


Article type: Tutorial Review
DOI: 10.1039/B607547A
Citation: Chem. Soc. Rev., 2007,36, 1069-1084
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    Direct sp3 C–H bond activation adjacent to nitrogen in heterocycles

    K. R. Campos, Chem. Soc. Rev., 2007, 36, 1069
    DOI: 10.1039/B607547A

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