Recent Developments in Transition Metal-Catalyzed Cross-Dehydrogenative Coupling Reactions of Ethers and Thioethers

ChemCatChem ◽  
2018 ◽  
Vol 10 (16) ◽  
pp. 3354-3383 ◽  
Author(s):  
Ana Maria Faisca Phillips ◽  
Armando J. L. Pombeiro
2020 ◽  
Vol 23 (28) ◽  
pp. 3137-3153 ◽  
Author(s):  
Sankuviruthiyil M. Ujwaldev ◽  
K. R. Rohit ◽  
Sankaran Radhika ◽  
Gopinathan Anilkumar

: Transition metal catalyzed cross-coupling reactions have always been very important in synthetic organic chemistry due to their versatility in forming all sorts of carbon-carbon and carbon-hetero atom bonds. Incorporation of ultrasound assistance to these protocols resulted in milder reaction conditions, faster reaction rates, etc. This review focuses on the contributions made by ultrasound-assisted protocols towards transition metal catalyzed crosscoupling reactions.


2014 ◽  
Vol 10 ◽  
pp. 3031-3037 ◽  
Author(s):  
Kuppusamy Bharathimohan ◽  
Thanasekaran Ponpandian ◽  
A Jafar Ahamed ◽  
Nattamai Bhuvanesh

Herein, we describe a one-pot protocol for the synthesis of a novel series of polycyclic triazole derivatives. Transition metal-catalyzed decarboxylative CuAAC and dehydrogenative cross coupling reactions are combined in a single flask and achieved good yields of the respective triazoles (up to 97% yield). This methodology is more convenient to produce the complex polycyclic molecules in a simple way.


RSC Advances ◽  
2019 ◽  
Vol 9 (30) ◽  
pp. 17101-17118 ◽  
Author(s):  
Sattar Arshadi ◽  
Alireza Banaei ◽  
Aazam Monfared ◽  
Saeideh Ebrahimiasl ◽  
Akram Hosseinian

Transition-metal catalyzed cross-dehydrogenative-coupling encompass atom economical methods for the construction of various carbon–carbon and carbon–heteroatom bonds by combining two C(X)–H (X = heteroatom) bonds.


Synthesis ◽  
2017 ◽  
Vol 49 (20) ◽  
pp. 4586-4598 ◽  
Author(s):  
Martyn Henry ◽  
Mohamed Mostafa ◽  
Andrew Sutherland

Amination and amidation of aryl compounds using a transition-metal-catalyzed cross-coupling reaction typically involves prefunctionalization or preoxidation of either partner. In recent years, a new class of transition-metal-catalyzed cross-dehydrogenative coupling reaction has been developed for the direct formation of aryl C–N bonds. This short review highlights the substantial progress made for ortho-C–N bond formation via transition-metal-catalyzed chelation-directed aryl C–H activation and gives an overview of the challenges that remain for directed meta- and para-selective reactions.1 Introduction2 Intramolecular C–N Cross-Dehydrogenative Coupling2.1 Nitrogen Functionality as Both Coupling Partner and Directing Group2.2 Chelating-Group-Directed Intramolecular C–N Bond Formation3 Intermolecular C–N Cross-Dehydrogenative Coupling3.1 ortho-C–N Bond Formation3.1.1 Copper-Catalyzed Reactions3.1.2 Other Transition-Metal-Catalyzed Reactions3.2 meta- and para-C–N Bond Formation4 C–N Cross-Dehydrogenative Coupling of Acidic C–H Bonds5 Conclusions


2020 ◽  
Vol 24 (3) ◽  
pp. 231-264 ◽  
Author(s):  
Kevin H. Shaughnessy

Phosphines are widely used ligands in transition metal-catalyzed reactions. Arylphosphines, such as triphenylphosphine, were among the first phosphines to show broad utility in catalysis. Beginning in the late 1990s, sterically demanding and electronrich trialkylphosphines began to receive attention as supporting ligands. These ligands were found to be particularly effective at promoting oxidative addition in cross-coupling of aryl halides. With electron-rich, sterically demanding ligands, such as tri-tertbutylphosphine, coupling of aryl bromides could be achieved at room temperature. More importantly, the less reactive, but more broadly available, aryl chlorides became accessible substrates. Tri-tert-butylphosphine has become a privileged ligand that has found application in a wide range of late transition-metal catalyzed coupling reactions. This success has led to the use of numerous monodentate trialkylphosphines in cross-coupling reactions. This review will discuss the general properties and features of monodentate trialkylphosphines and their application in cross-coupling reactions of C–X and C–H bonds.


2006 ◽  
Vol 71 (7) ◽  
pp. 2802-2810 ◽  
Author(s):  
Susana López ◽  
Francisco Fernández-Trillo ◽  
Pilar Midón ◽  
Luis Castedo ◽  
Carlos Saá

2018 ◽  
Vol 47 (11) ◽  
pp. 3861-3898 ◽  
Author(s):  
Vsevolod A. Peshkov ◽  
Olga P. Pereshivko ◽  
Anton A. Nechaev ◽  
Anatoly A. Peshkov ◽  
Erik V. Van der Eycken

This focused review aims to summarize recent developments in the processes involving additions of secondary propargylamines to various heteroallenes and subsequent transition metal-catalyzed or electrophile-mediated cyclizations.


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