Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 1, Pages 62-101Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201703743
Keywords
carbenes; C-H functionalization; hydrogen atom transfer; nitrenes; transition metals
Categories
Funding
- Croucher Foundation (Hong Kong)
- NIGMS [GM80442]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM080442] Funding Source: NIH RePORTER
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The functionalization of C(sp(3))-H bonds streamlines chemical synthesis by allowing the use of simple molecules and providing novel synthetic disconnections. Intensive recent efforts in the development of new reactions based on C-H functionalization have led to its wider adoption across a range of research areas. This Review discusses the strengths and weaknesses of three main approaches: transition-metal-catalyzed C-H activation, 1,n-hydrogen atom transfer, and transition-metal-catalyzed carbene/nitrene transfer, for the directed functionalization of unactivated C(sp(3))-H bonds. For each strategy, the scope, the reactivity of different C-H bonds, the position of the reacting C-H bonds relative to the directing group, and stereochemical outcomes are illustrated with examples in the literature. The aim of this Review is to provide guidance for the use of C-H functionalization reactions and inspire future research in this area.
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