Photochemical C–H bond coupling for (hetero)aryl C(sp2)–C(sp3) bond construction
- 20 April 2019
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Organic & Biomolecular Chemistry
- Vol. 17 (20), 4951-4963
- https://doi.org/10.1039/c9ob00244h
Abstract
Alkylated (hetero)arenes constitute one of the most fundamental skeletons in organic molecules, which prompts a growing number of research studies on the construction of (hetero)aryl C(sp2)–C(sp3) bonds especially using C–H bonds of feedstocks. With the flourishing resurgence of photoredox catalysis in organic synthesis, fruitful achievements have been witnessed in photochemical (hetero)aryl C(sp2)–C(sp3) bond formation through C–H bond coupling such as (hetero)arylation of C(sp3)–H bonds and alkylation of (hetero)aryl C(sp2)–H bonds. Photoinduced generation of alkyl radicals from various alkylating agents is the key point to the success of these reactions. This review will summarise advances in this area with emphasis on the reaction mechanisms.This publication has 68 references indexed in Scilit:
- Beyond Friedel and Crafts: Innate Alkylation of C−H Bonds in ArenesAngewandte Chemie, 2019
- A comprehensive overview of directing groups applied in metal-catalysed C–H functionalisation chemistryChemical Society Reviews, 2018
- Transition metal-catalyzed site- and regio-divergent C–H bond functionalizationChemical Society Reviews, 2017
- Organic Photoredox CatalysisChemical Reviews, 2016
- Photochemical Approaches to Complex Chemotypes: Applications in Natural Product SynthesisChemical Reviews, 2016
- Dual Catalysis Strategies in Photochemical SynthesisChemical Reviews, 2016
- Carbon–Carbon Bond Forming Reactions via Photogenerated IntermediatesChemical Reviews, 2016
- Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic SynthesisChemical Reviews, 2013
- Beyond Directing Groups: Transition‐Metal‐Catalyzed C-H Activation of Simple ArenesAngewandte Chemie, 2012
- Palladium-Catalyzed Ligand-Directed C−H Functionalization ReactionsChemical Reviews, 2010