title: Direct sp3 C-H bond activation adjacent to nitrogen in heterocycles.
abstract: Activation of sp(3) 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 alpha-lithiation with alkyllithium/diamine complexes, alpha-amino radical formation, metal-catalyzed direct C-H activation, C-H oxidations and oxidative couplings, and metal-catalyzed carbene insertions.
authors.affiliation: Department of Process Research, Merck & Co., P.O. Box 2000, Rahway, NJ 07065, USA. Kevin_campos@merck.com
authors.forename: Kevin R
authors.initials: KR
authors.lastname: Campos
mesh_terms: D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*
chemical_list: D006571:Heterocyclic Compounds; D009584:Nitrogen