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
The interaction of carbon-centered radicals with copper(I) and copper(II) complexes*
TL;DR: In this paper, the reactivity of carbon-centered radicals with CuI and CuII ions, both in aqueous and non-aqueous environments, with focus on the importance of the resulting organocopper species on atom transfer radical polymerization and on copper-catalyzed radical termination.
Journal ArticleDOI
Copper(I) catalyzed C(sp2)–N bond formation: synthesis of pyrrolo[3,2-c]quinolinone derivatives
TL;DR: An intramolecular copper-catalyzed direct C(sp2)-H activation/C(sp 2)-N bond formation reaction has been developed for the synthesis of pyrrolo[3,2-c]quinolinone derivatives under an oxygen atmosphere.
Journal ArticleDOI
Cobalt(II)-Catalyzed Cross-Dehydrogenative Coupling Reaction of Benzamides with Alcohols to Build C-O Bond
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Visible light-induced aerobic C–N bond activation: a photocatalytic strategy for the preparation of 2-arylpyridines and 2-arylquinolines
TL;DR: In this article, an efficient method for accessing arylpyridines and arylquinolines via visible light-induced aerobic C-N bond activation is described, where the applicability of different kinds of simple ketones, easily available amines, and the use of air as the sole oxidant make this transformation very attractive.
Journal ArticleDOI
Cu(0)/Selectfluor system-catalyzed intramolecular Csp2-H/Csp2-H cross-dehydrogenative coupling (CDC)
TL;DR: In this article, a Cu(0)/Selectfluor system-catalyzed intramolecular Csp2H/Csp2-H bond cross-dehydrogenative coupling of 2-aryloxybenzaldehydes is described.
References
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Journal ArticleDOI
Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions
TL;DR: This is the first comprehensive review encompassing the large body of work in this field over the past 5 years, and will focus specifically on ligand-directed C–H functionalization reactions catalyzed by palladium.
Journal ArticleDOI
Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.
TL;DR: A review of palladium-catalyzed coupling of CH bonds with organometallic reagents through a PdII/Pd0 catalytic cycle can be found in this paper.
Journal ArticleDOI
Catalytic dehydrogenative cross-coupling: forming carbon-carbon bonds by oxidizing two carbon-hydrogen bonds
Charles S. Yeung,Vy M. Dong +1 more
Journal ArticleDOI
Multicopper Oxidases and Oxygenases
TL;DR: Copper sites have historically been divided into three classes based on their spectroscopic features, which reflect the geometric and electronic structure of the active site: type 1 or blue copper, type 2 (T2) or normal copper, and type 3 (T3) or coupled binuclear copper centers.
Journal ArticleDOI
Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation
TL;DR: This review focuses on Rh-catalyzed methods for C-H bond functionalization, which have seen widespread success over the course of the last decade and are discussed in detail in the accompanying articles in this special issue of Chemical Reviews.
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