Applications of transition metal catalyzed P-radical for synthesis of organophosphorus compounds

Abstract Phosphorus-radical participated difunctionalization reactions with unsaturated compounds have been recognized as powerful method for organic synthesis. This review covers our recent work on the application of transition metal catalyzed P-radical promoted difunctionalization for synthesis of organophosphorus compounds.

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Transition-Metal-Catalyzed Amination of Aryl Fluorides

Synlett ◽

10.1055/s-0040-1707118 ◽

2020 ◽

Vol 31 (12) ◽

pp. 1135-1139

Author(s):

Hang Shi ◽

Qi-Kai Kang ◽

Yunzhi Lin ◽

Yuntong Li

Keyword(s):

Transition Metal ◽

Recent Work ◽

Bond Energy ◽

Powerful Method ◽

Mechanistic Studies ◽

Broad Scope ◽

Arene Complex ◽

High Bond ◽

Transition Metal Catalyzed ◽

Metal Catalyzed

Arene activation via transition-metal (TM) η6-coordination has merged as a powerful method to diversify the aromatic C–F bond, which is relatively less reactive due to its high bond energy. However, this strategy in general requires to use largely excess arenes or TM η6-complexes as the substrates. Herein, we highlight our recent work on the catalytic SNAr amination of electron-rich and electron-neutral aryl fluorides that are inert in classical SNAr reactions. This protocol enabled by a Ru/hemilabile ligand catalyst covers a broad scope of substrates without wasting arenes. Mechanistic studies revealed that the nucleophilic substitution proceeded on a Ru η6-arene complex, and the hemilabile ligand significant promoted the arene dissociation.

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Recent advances in transition-metal-catalyzed incorporation of fluorine-containing groups

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.15.218 ◽

2019 ◽

Vol 15 ◽

pp. 2213-2270 ◽

Cited By ~ 6

Author(s):

Xiaowei Li ◽

Xiaolin Shi ◽

Xiangqian Li ◽

Dayong Shi

Keyword(s):

Transition Metal ◽

Physical Properties ◽

Organic Synthesis ◽

Organic Molecules ◽

Powerful Method ◽

Fluorine Chemistry ◽

Recent Advances ◽

Transition Metal Catalyzed ◽

Metal Catalyzed

Fluorine chemistry plays an increasingly important role in pharmaceutical, agricultural, and materials industries. The incorporation of fluorine-containing groups into organic molecules can improve their chemical and physical properties, which attracts continuous interest in organic synthesis. Among various reported methods, transition-metal-catalyzed fluorination/fluoroalkylation has emerged as a powerful method for the construction of these compounds. This review attempts to describe the major advances in the transition-metal-catalyzed incorporation of fluorine, trifluoromethyl, difluoromethyl, trifluoromethylthio, and trifluoromethoxy groups reported between 2011 and 2019.

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Copper Catalysts in the Synthesis of Five-membered N-polyheterocycles

Current Organic Synthesis ◽

10.2174/1570179415666180815144442 ◽

2018 ◽

Vol 15 (7) ◽

pp. 940-971 ◽

Cited By ~ 9

Author(s):

Navjeet Kaur

Keyword(s):

Transition Metal ◽

Organic Synthesis ◽

Copper Catalysts ◽

Research Field ◽

Chemoselective Synthesis ◽

Specialized Equipment ◽

Transition Metal Catalyzed ◽

Synthetic Methodologies ◽

Metal Catalyzed ◽

Traditional Approaches

Background: Due to significant biological activity associated with N-, O- and S-heterocycles, a number of reports for their synthesis have appeared in recent decades. Traditional approaches require expensive or highly specialized equipment or would be of limited use to the synthetic organic chemist due to their highly inconvenient approaches. This review summarizes the applications of copper catalysts with the emphasis on their synthetic applications for nitrogen bearing polyheterocylces. In summary, this review article describes the synthesis of a number of five-membered poly heterocyclic rings. Objective: Nowadays new approaches that employ atom-economical and efficient pathway have been developed. The researchers are following natural models to design and synthesize heterocycles. The transition metal catalyzed protocols have attracted the attention as compared to other synthetic methodologies because they use easily available substrates to build multiple substituted complicated molecules directly under mild conditions. In organic synthesis, constituted by transition metal catalyzed coupling transformations are one of the most powerful and useful protocols. The N-heterocycles are synthesized by this convenient and useful tool. Conclusion: The efficient and chemoselective synthesis of heterocycles by this technique has appeared as an important tool. This review shows a highly dynamic research field and the employment of copper catalysts in organic synthesis. Several strategies have been pointed out in the past few years, to meet more sustainable, efficient and environmentally benign chemical products and procedures. The catalytic strategies have been the focus of intense research because they avoid the use of toxic reagents. Among these catalytic strategies, highly rewarding and an important method in heterocycles synthesis is metal catalyzed synthesis.

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