Journal ArticleDOI
Copper-Catalyzed Aerobic Oxidative C ? H Functionalizations: Trends and Mechanistic Insights
TLDR
This work has reported several recently reported Cu-catalyzed C-H oxidation reactions that feature substrates that are electron-deficient or appear unlikely to undergo single-electron transfer to copper(II), and evidence has been obtained for the involvement of organocopper(III) intermediates in the reaction mechanism.Abstract:
The selective oxidation of C-H bonds and the use of O(2) as a stoichiometric oxidant represent two prominent challenges in organic chemistry. Copper(II) is a versatile oxidant, capable of promoting a wide range of oxidative coupling reactions initiated by single-electron transfer (SET) from electron-rich organic molecules. Many of these reactions can be rendered catalytic in Cu by employing molecular oxygen as a stoichiometric oxidant to regenerate the active copper(II) catalyst. Meanwhile, numerous other recently reported Cu-catalyzed C-H oxidation reactions feature substrates that are electron-deficient or appear unlikely to undergo single-electron transfer to copper(II). In some of these cases, evidence has been obtained for the involvement of organocopper(III) intermediates in the reaction mechanism. Organometallic C-H oxidation reactions of this type represent important new opportunities for the field of Cu-catalyzed aerobic oxidations.read more
Citations
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Journal ArticleDOI
Ruthenium(II)-Catalyzed C–H Bond Activation and Functionalization
Journal ArticleDOI
Catalytic Functionalization of C(sp2) ? H and C(sp3) ? H Bonds by Using Bidentate Directing Groups
Guy Rouquet,Naoto Chatani +1 more
TL;DR: It would, therefore, appear that direct functionalization of substrates by activation of C-H bonds would eliminate the multiple steps and limitations associated with the preparation of functionalized starting materials.
Journal ArticleDOI
Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications
TL;DR: This Review comprehensively highlights recent advances in intra- and intermolecular C-H amination reactions utilizing late transition metal-based catalysts using mechanistic scaffolds and types of reactions.
Journal ArticleDOI
3d Transition Metals for C-H Activation.
Parthasarathy Gandeepan,Thomas Müller,Daniel Zell,Gianpiero Cera,Svenja Warratz,Lutz Ackermann +5 more
TL;DR: A comprehensive overview on first row transition metal catalysts for C-H activation until summer 2018 is provided.
Journal ArticleDOI
Mild metal-catalyzed C–H activation: examples and concepts
TL;DR: This review presents the current state of the art in this field and detail C-H activation transformations reported since 2011 that proceed either at or below ambient temperature, in the absence of strongly acidic or basic additives or without strong oxidants.
References
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Copper-catalyzed intramolecular C-H oxidation/acylation of formyl-N-arylformamides leading to indoline-2,3-diones.
Bo-Xiao Tang,Ren‐Jie Song,Cui-Yan Wu,Yu Liu,Ming-Bo Zhou,Wen-Ting Wei,Guo-Bo Deng,Du-Lin Yin,Jin-Heng Li +8 more
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Journal ArticleDOI
Cu(II)-nitroxyl radicals as catalytic galactose oxidase mimics
TL;DR: A copper-mediated dehydrogenation mechanism is postulate, in which TEMPO regenerates the active Cu(II)-species, analogous to that observed for Galactose Oxidase and mimics thereof.
Journal ArticleDOI
Amination of the Ortho C–H Bonds by the Cu(OAc)2-mediated Reaction of 2-Phenylpyridines with Anilines
TL;DR: In this article, the reaction of 2-phenylpyridines with anilines in the presence of Cu(OAc)2 as a promoter results in selective mono-amination of the ortho C-H bonds in 2-PNs to give amine derivatives.
Journal ArticleDOI
A new catalytic system for aerobic oxidative coupling of 2-naphthol derivatives by the use of cucl-amine complex : a practical synthesis of binaphthol derivatives
TL;DR: Aerobic oxidative coupling of 2-naphthol derivatives by the use of 1 mol% of CuCl-amine complex afforded binaphtholic derivatives in excellent yields as mentioned in this paper.
Journal ArticleDOI
Transition Metal-Catalyzed Formation of N-Heterocycles via Aryl- or Vinyl C–H Bond Amination
Benjamin J. Stokes,Tom G. Driver +1 more
TL;DR: In this paper, a microreview examines the recent advances in applying these two strategies for the functionalization of sp2 C-H bonds and is organized by the source of nitrogen atom.
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