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
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Cu(OAc)2-Triggered Cascade Reaction of Malonate-Tethered Acyl Oximes with Indoles, Indole-2-alcohols, and Indole-2-carboxamides
TL;DR: A Cu(OAc)2-promoted cascade reaction of malonate-tetherd acyl oximes with indoles, indole-2-alcohols, or indole -2-carboxmides provides facile access to polysubstituted 3-pyrrolin-2 -ones.
Journal ArticleDOI
Copper‐ and Palladium‐Cocatalyzed Intramolecular C–H Functionalization/C–N Bond Formation: A Route to the Synthesis of Indoloisoquinoline Derivatives
TL;DR: In this article, a Cu and Pd bi-catalytic system was found to be very effective for the indole C2-H functionalization/C-N bond formation process.
Journal ArticleDOI
Pd(II)-catalyzed regioselective direct arylation of uracil via oxidative Heck reaction using arylboronic acids
TL;DR: A palladium catalyzed regioselective synthesis of 6-aryl uracils via oxidative Heck reaction (C-H bond functionalization) was reported in this article, which is simple, atom-economical, and high yielding.
Journal ArticleDOI
Catalytic, metal-free alkylheteroarylation of alkenes via distal heteroaryl ipso-migration
Yonghui He,Yaqi Wang,Jun Gao,Liang Zeng,Shusheng Li,Wei Wang,Xiaohui Zheng,Shengyong Zhang,Lijun Gu,Gan-Peng Li +9 more
TL;DR: A new direct alkylheteroarylation of alkenes with simple alkylnitriles via distal heteroaryl ipso-migration has been accomplished under metal-free conditions, which together with ease of operation makes this process a very practical protocol.
Journal ArticleDOI
Aerobic C–C Bond Cleavage of Indoles by Visible-Light Photoredox Catalysis with Ru(bpy)32+
TL;DR: In this paper, a number of indole substrates that contain various functional groups were successfully employed in the reaction to give a wide range of ortho-aminobenzaldehyde derivatives.
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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