scholarly journals Acetylene in Organic Synthesis: Recent Progress and New Uses

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.

Synthesis ◽  
2017 ◽  
Vol 49 (15) ◽  
pp. 3269-3280 ◽  
Author(s):  
Tobias Parchomyk ◽  
Konrad Koszinowski

Iron-catalyzed cross-coupling reactions provide a promising way to form new carbon–carbon bonds and build up molecular complexity. This short review presents recent advances in the synthetic application of these reactions as well as in the elucidation of their mechanism. It also highlights remaining problems and aims at pointing out ways toward possible remedies.1 Introduction2 Synthesis: Recent Accomplishments and Unsolved Problems2.1 Substrate Scope: Electrophiles2.2 Substrate Scope: Nucleophiles2.3 Catalyst Activity and Chemoselectivity2.4 Stereoselectivity2.5 Practical Aspects3 Mechanism: Recent Insights and Open Questions3.1 Transmetallation and Activation of the Iron Precatalyst3.2 Coupling via Oxidative Addition and Reductive Elimination3.3 Coupling via C–X Bond Homolysis and Radical Rebound3.4 Coupling via Bimolecular C–X Bond Homolysis3.5 Other Reactions of Organoiron Species with Electrophiles4 Toward Rational Reaction Improvement5 Conclusion


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

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 949-963
Author(s):  
Peter DaBell ◽  
Stephen P. Thomas

The use of iron-catalysed organic transformations in the total syntheses of natural products has increased significantly. Iron-catalysed cross-coupling reactions are now widely applied in total syntheses and many other transformations, such as alkene functionalisation, oxidation, and cyclisation. The development of these processes, as well as many examples of their use in target synthesis, is presented here.1 Introduction2 Cross-Coupling Reactions3 Functionalisation of Unactivated Alkenes4 Carbocyclisation Reactions5 Oxidations6 Further Examples7 Conclusions


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


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