Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization

Narayan Rishikesh; Matcha Kiran; Antonchick Andrey P.

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Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization

机译：通过C-H键功能化形成无金属的氧化C-C键

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The formation of C-C bonds embodies the core of organic chemistry because of its fundamental application in generation of molecular diversity and complexity. C-C bond-forming reactions are well-known challenges. To achieve this goal through direct functionalization of C-H bonds in both of the coupling partners represents the state-of-the-art in organic synthesis. Oxidative C-C bond formation obviates the need for prefunctionalization of both substrates. This Minire-view is dedicated to the field of C-C bond-forming reactions through direct C-H bond functionalization under completely metal-free oxidative conditions. Selected important developments in this area have been summarized with representative examples and discussions on their reaction mechanisms.

机译：C-C键的形成体现了有机化学的核心，因为它在产生分子多样性和复杂性方面具有基础性的应用。 C-C键形成反应是众所周知的挑战。通过在两个偶联配偶体中直接将C-H键官能化来实现这一目标，代表了有机合成领域的最新技术。氧化性C-C键的形成消除了对两种底物进行预功能化的需要。此Minire-view致力于通过在完全无金属的氧化条件下直接进行C-H键官能化的C-C键形成反应领域。总结了该领域的一些重要进展，并提供了具有代表性的实例并对其反应机理进行了讨论。

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《Chemistry: A European journal》 |2015年第42期|共16页
作者
Narayan Rishikesh; Matcha Kiran; Antonchick Andrey P.;
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正文语种 eng
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C-C coupling; C-H activation; hypervalent iodine; metal-free; oxidative coupling;

机译：C-C偶联;C-H活化;高碘;无金属;氧化偶联;

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1. Metal-free oxidative C-C bond formation of active methylenic sp~3 C-H bonds with benzylic sp~3 C-H and allylic sp~3 C-H bonds mediated by DDQ. [J] . D. Ramesh, U. Ramulu, S. Rajaram Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2010,第37期

机译：DDQ介导的活性亚甲基sp〜3 C-H键与苄基sp〜3 C-H和烯丙基sp〜3 C-H键的无金属氧化C-C键形成。
2. Copper-catalyzed oxidative C-H bond functionalization of N-allylbenzamide for C-N and C-C bond formation [J] . Ranjith Jala, Krishna Palakodety Radha Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2019,第21期

机译：用于C-N和C-C键形成的N-烯丙基甲酰胺的铜催化氧化C-H键官能化
3. Metal-free oxidative carbon-heteroatom bond formation through C-H bond functionalization [J] . Samanta R., Matcha K., Antonchick A.P. European journal of organic chemistry . 2013,第26期

机译：通过C-H键功能化形成无金属的氧化碳-杂原子键
4. A Ruthenium-Catalyzed Reaction of Aromatic Ketones with Organoboronic Acid Esters:A New Method for C-C Bond Formation via C-H Bonds Cleavage [C] . Fumitoshi Kakiuchi, Shintaro Kan, Kimitaka Igi, Symposium on Organometallic Chemistry . 2003

机译：芳香酮与有机硼酸酯的芳香酮催化反应：通过C-H键切割的C-C键形成新方法
5. C-H bond activation and C-C bond formation at adjacent metals. [D] . Torkelson, Jeffrey Robert. 1998

机译：在相邻金属处的C-H键活化和C-C键形成。
6. Metal-Free Intermolecular Oxidative C-N Bond Formation via Tandem C-H and N-H Bond Functionalization [O] . Abhishek A. Kantak, Shathaverdhan Potavathri, Rose A. Barham, -1

机译：通过串联C-H和N-H键官能无金属分子间氧化C-N键的形成
7. The Generation of Electrophilic Species via the Oxidation of C-H Bonds Adjacent to Heteroatoms and Its Application to C-C Bond Formation Reactions [O] . Mamoru Tobisu 2007

机译：通过邻近杂原子的C-H键的氧化和施用在C-C键形成反应中的氧化物质的产生

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Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization

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