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C-H Activation in Organic Synthesis

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: closed (31 December 2023) | Viewed by 6183

Special Issue Editors


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Guest Editor
Euromed Research Center, Euromed Institute of Technology, Euromed University of Fes, Route de Meknes, 30000 Fes, Morocco
Interests: organic synthesis; medicinal chemistry; heterocyclic chemistry; green chemistry; homogenious catalysis; dendrimers chemistry; C–H functionalization
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Guest Editor
Department of Biomolecular Sciences, University of Urbino “Carlo Bo”, 61029 Urbino, Italy
Interests: organic synthesis; heterocyclic chemistry; C-H activation; cyclization; michael addition; photochemistry
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

C–H and C–H/C–H activations have emerged as direct and powerful methods for the building of new aryl–aryl, aryl–heteroaryl, and heteroaryl–heteroaryl compounds with a range of applications in various fields, such as medicine, biology and material sciences. During the last two decades, using direct arylation, direct alkenylation, oxidative arylation, as well as oxidative alkenylation catalyzed by transition metals, a versatile class of organic compounds have been functionalized.

This Special Issue aims to provide a broad survey of the most recent advances in C–H and C–H/C–H activations of arene or heteroarene systems. Original research articles or reviews that discuss C–H functionalization or C–H/C–H functionalization of arenes or heteroarenes are welcome.

Prof. Dr. Saïd El Kazzouli
Prof. Dr. Gianfranco Favi
Guest Editors

Manuscript Submission Information

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Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • C–H activation
  • C–H/C–H activation
  • C–H functionalization
  • direct arylation
  • direct alkenylation
  • oxidative arylation
  • oxidative alkenylation
  • catalysis

Published Papers (4 papers)

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Research

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16 pages, 2445 KiB  
Communication
Copper-Catalyzed Intramolecular Olefinic C(sp2)–H Amidation for the Synthesis of γ-Alkylidene-γ-lactams
by Kanako Nozawa-Kumada, Masahito Hayashi, Eunsang Kwon, Masanori Shigeno, Akira Yada and Yoshinori Kondo
Molecules 2023, 28(18), 6682; https://doi.org/10.3390/molecules28186682 - 18 Sep 2023
Cited by 1 | Viewed by 847
Abstract
Herein, we report the copper-catalyzed dehydrogenative C(sp2)–N bond formation of 4-pentenamides via nitrogen-centered radicals. This reaction provides a straightforward and efficient preparation method for γ-alkylidene-γ-lactams. Notably, we could controllably synthesize α,β-unsaturated- or α,β-saturated-γ-alkylidene-γ-lactams depending on the reaction conditions. Full article
(This article belongs to the Special Issue C-H Activation in Organic Synthesis)
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14 pages, 2985 KiB  
Article
Kinetic Resolution of β-Alkyl Phenylethylamine Derivatives through Palladium-Catalyzed, Nosylamide-Directed C−H Olefination
by Zeng Zhao, Jinxin Wang, Zhiteng Du, Yuzhu Li, Qingyan Sun and Huizi Jin
Molecules 2023, 28(4), 1852; https://doi.org/10.3390/molecules28041852 - 15 Feb 2023
Viewed by 1608
Abstract
Palladium-catalyzed C-H activation reactions have attracted the attention of organic researchers due to their unique high selectivity, broad functional group tolerance, and high efficiency, and they are widely used in natural products and asymmetric synthesis. Here, we report an example of enantioselective C-H [...] Read more.
Palladium-catalyzed C-H activation reactions have attracted the attention of organic researchers due to their unique high selectivity, broad functional group tolerance, and high efficiency, and they are widely used in natural products and asymmetric synthesis. Here, we report an example of enantioselective C-H alkenylation between β-alkyl phenylethylamine compounds and styrenes with Boc-L-lle-OH as the ligand and nosylamide as the directing group. This reaction is applicable to styrene containing various electron-deficient and electron-donating substitutions and may be utilized for the synthesis of benzoazepine compounds. Full article
(This article belongs to the Special Issue C-H Activation in Organic Synthesis)
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Review

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27 pages, 8638 KiB  
Review
Unlocking the Potential of Deep Eutectic Solvents for C–H Activation and Cross-Coupling Reactions: A Review
by Yassine El Baraka, Ghanem Hamdoun, Nabil El Brahmi and Saïd El Kazzouli
Molecules 2023, 28(12), 4651; https://doi.org/10.3390/molecules28124651 - 08 Jun 2023
Cited by 2 | Viewed by 1375
Abstract
Green chemistry principles have underpinned the development of deep eutectic solvents (DESs). In this brief overview, we discuss the potential of DESs as a greener alternative to volatile organic solvents for cross-coupling and C–H activation reactions in organic chemistry. DESs offer numerous benefits, [...] Read more.
Green chemistry principles have underpinned the development of deep eutectic solvents (DESs). In this brief overview, we discuss the potential of DESs as a greener alternative to volatile organic solvents for cross-coupling and C–H activation reactions in organic chemistry. DESs offer numerous benefits, such as easy preparation, low toxicity, high biodegradability, and the potential to replace volatile organic compounds. The ability of DESs to recover the catalyst-solvent system enhances their sustainability. This review highlights recent advances and challenges in utilizing DESs as a reaction media, as well as the impact of physicochemical properties on the reaction process. Several types of reactions are studied to highlight their effectiveness at promoting C–C bond formation. Aside from demonstrating the success of DESs in this context, this review also discusses the limitations and future prospects of DESs in organic chemistry. Full article
(This article belongs to the Special Issue C-H Activation in Organic Synthesis)
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25 pages, 6774 KiB  
Review
Recent Advances in Regioselective C–H Bond Functionalization of Free Phenols
by Yanan Li, Yekai Huang, Zhi Li and Jianan Sun
Molecules 2023, 28(8), 3397; https://doi.org/10.3390/molecules28083397 - 12 Apr 2023
Cited by 1 | Viewed by 1832
Abstract
Phenols are important readily available synthetic building blocks and starting materials for organic synthetic transformations, which are widely found in agrochemicals, pharmaceuticals, and functional materials. The C–H functionalization of free phenols has proven to be an extremely useful tool in organic synthesis, which [...] Read more.
Phenols are important readily available synthetic building blocks and starting materials for organic synthetic transformations, which are widely found in agrochemicals, pharmaceuticals, and functional materials. The C–H functionalization of free phenols has proven to be an extremely useful tool in organic synthesis, which provides efficient increases in phenol molecular complexity. Therefore, approaches to functionalizing existing C–H bonds of free phenols have continuously attracted the attention of organic chemists. In this review, we summarize the current knowledge and recent advances in ortho-, meta-, and para-selective C–H functionalization of free phenols in the last five years. Full article
(This article belongs to the Special Issue C-H Activation in Organic Synthesis)
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