ChemInform Abstract: Recent Progress in the Use of Pd-Catalyzed C-C Cross-Coupling Reactions in the Synthesis of Pharmaceutical Compounds

ChemInform ◽  
2015 ◽  
Vol 46 (45) ◽  
pp. no-no
Author(s):  
Andre F. P. Biajoli ◽  
Cristiane S. Schwalm ◽  
Jones Limberger ◽  
Thiago S. Claudino ◽  
Adriano L. Monteiro
Catalysts ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 213 ◽  
Author(s):  
Lou Rocard ◽  
Piétrick Hudhomme

Palladium-catalyzed cross-coupling reactions are nowadays essential in organic synthesis for the construction of C–C, C–N, C–O, and other C-heteroatom bonds. The 2010 Nobel Prize in Chemistry to Richard F. Heck, Ei-ichi Negishi, and Akira Suzuki was awarded for the discovery of these reactions. These great advances for organic chemists stimulated intense research efforts worldwide dedicated to studying these reactions. Among them, the Suzuki–Miyaura coupling (SMC) reaction, which usually involves an organoboron reagent and an organic halide or triflate in the presence of a base and a palladium catalyst, has become, in the last few decades, one of the most popular tools for the creation of C–C bonds. In this review, we present recent progress concerning the SMC reaction with the original use of nitroarenes as electrophilic coupling partners reacting with the organoboron reagent.


RSC Advances ◽  
2021 ◽  
Vol 11 (4) ◽  
pp. 2112-2125
Author(s):  
Inci Söğütlü ◽  
Evan Abdulkarim Mahmood ◽  
Saeid Ahmadizadeh Shendy ◽  
Saeideh Ebrahimiasl ◽  
Esmail Vessally

Cross-coupling of aryl halides and arylboronic acids in the presence of carbon monoxide, also called carbonylative Suzuki coupling, to form two new carbon–carbon bonds in the production of synthetically and biologically important biaryl ketones, has been widely studied.


Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 3887-3894 ◽  
Author(s):  
Jeffrey Hammann ◽  
Maximilian Hofmayer ◽  
Ferdinand Lutter ◽  
Lucie Thomas ◽  
Paul Knochel

The present short review article highlights recent progress in the field of transition-metal catalysis. An overview on recent work involving cobalt-catalyzed cross-coupling reactions and some recent advances from our laboratories are given.1 Introduction2 Csp2–Csp2 Cobalt-Catalyzed Cross-Couplings3 Csp2–Csp3 Cobalt-Catalyzed Cross-Couplings4 Conclusion


Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2442 ◽  
Author(s):  
Vladimir V. Voronin ◽  
Maria S. Ledovskaya ◽  
Alexander S. Bogachenkov ◽  
Konstantin S. Rodygin ◽  
Valentine P. Ananikov

Recent progress in the leading synthetic applications of acetylene is discussed from the prospect of rapid development and novel opportunities. A diversity of reactions involving the acetylene molecule to carry out vinylation processes, cross-coupling reactions, synthesis of substituted alkynes, preparation of heterocycles and the construction of a number of functionalized molecules with different levels of molecular complexity were recently studied. Of particular importance is the utilization of acetylene in the synthesis of pharmaceutical substances and drugs. The increasing interest in acetylene and its involvement in organic transformations highlights a fascinating renaissance of this simplest alkyne molecule.


2020 ◽  
Author(s):  
Baojian Xiong ◽  
Yue Li ◽  
Yin Wei ◽  
Søren Kramer ◽  
Zhong Lian

Cross-coupling between substrates that can be easily derived from phenols is highly attractive due to the abundance and low cost of phenols. Here, we report a dual nickel/palladium-catalyzed reductive cross-coupling between aryl tosylates and aryl triflates; both substrates can be accessed in just one step from readily available phenols. The reaction has a broad functional group tolerance and substrate scope (>60 examples). Furthermore, it displays low sensitivity to steric effects demonstrated by the synthesis of a 2,2’disubstituted biaryl and a fully substituted aryl product. The widespread presence of phenols in natural products and pharmaceuticals allow for straightforward late-stage functionalization, illustrated with examples such as Ezetimibe and tyrosine. NMR spectroscopy and DFT calculations indicate that the nickel catalyst is responsible for activating the aryl triflate, while the palladium catalyst preferentially reacts with the aryl tosylate.


Sign in / Sign up

Export Citation Format

Share Document