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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Designing Artificial Metalloenzymes by Tuning of the Environment beyond the Primary Coordination Sphere.
Casey Van Stappen,Yunling Deng,Yiwei Liu,Hirbod Heidari,Jing-Xiang Wang,Aaron P. Ledray,Yi Lu +6 more
TL;DR: In this paper , the secondary coordination spheres of ArMs influence metal binding and catalysis, with particular focus on the use of native protein scaffolds as templates for the design of ArM by either rational design aided by computational modeling, directed evolution, or a combination of both approaches.
Journal ArticleDOI
Autoinductive thiolation/oxygenation of alkenes at room temperature
TL;DR: In this paper, a new reaction for O2 fixation is rationally demonstrated, in which radical thiolation/oxygenation of activated alkenes proceeds spontaneously at room temperature with no need for any additives.
Journal ArticleDOI
Copper Dithiol Complex Supported on Silica Nanoparticles: A Sustainable, Efficient, and Eco-friendly Catalyst for Multicomponent Click Reaction
Mahnaz Tavassoli,Amir Landarani-Isfahani,Majid Moghadam,Shahram Tangestaninejad,Valiollah Mirkhani,Iraj Mohammadpoor-Baltork +5 more
TL;DR: In this article, a silica-nanoparticle-supported copper-containing ionic liquid (SNIL-Cu(II)) provided a highly stable, active, reusable, spherical, and solid phase catalyst for click chemistry.
Journal ArticleDOI
Oxidative C–S bond cleavage reaction of DMSO for C–N and C–C bond formation: new Mannich-type reaction for β-amino ketones
Kai Sun,Yunhe Lv,Zhonghong Zhu,Liping Zhang,Hankui Wu,Lin Liu,Yongqing Jiang,Beibei Xiao,Xin Wang +8 more
TL;DR: In this paper, a novel oxidative C-S bond cleavage reaction of DMSO for N-methylation and subsequent C-C bond formation is described, and a series of aryl ketones as well as acetone derivatives could be selectively converted into the corresponding β-amino ketones.
Journal ArticleDOI
Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions
Nagireddy Veera Reddy,Pailla Santhosh Kumar,Peddi Sudhir Reddy,Mannepalli Lakshmi Kantam,Kallu Rajender Reddy +4 more
TL;DR: In this article, a new synthetic approach for phenylurea derivatives involving the cross coupling of N-aryl formamides with amines through the formation of isocyanate intermediates in the presence of hypervalent iodine reagents 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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