Dual catalysis by Cu(i): facile single step click and intramolecular C–O bond formation leading to triazole tethered dihydrobenzodioxines/benzoxazines/benzoxathiines/benzodioxepines

2013 ◽  
Vol 11 (42) ◽  
pp. 7350 ◽  
Author(s):  
M. Nagarjuna Reddy ◽  
K. C. Kumara Swamy
Keyword(s):  
Bond Formation ◽  
Single Step ◽  
Dual Catalysis

Microwave-accelerated Carbon-carbon and Carbon-heteroatom Bond Formation via Multi-component Reactions: A Brief Overview

2020 ◽  
Vol 7 (1) ◽  
pp. 23-39 ◽  
Author(s):  
Kantharaju Kamanna ◽  
Santosh Y. Khatavi
Keyword(s):  
Organic Synthesis ◽  
Bond Formation ◽  
Cycloaddition Reaction ◽  
Nanoparticle Synthesis ◽  
Single Step ◽  
Bioactive Molecules ◽  
One Pot ◽  
Bond Forming ◽  
Material Interest ◽  
Carbon Carbon Bond

Multi-Component Reactions (MCRs) have emerged as an excellent tool in organic chemistry for the synthesis of various bioactive molecules. Among these, one-pot MCRs are included, in which organic reactants react with domino in a single-step process. This has become an alternative platform for the organic chemists, because of their simple operation, less purification methods, no side product and faster reaction time. One of the important applications of the MCRs can be drawn in carbon- carbon (C-C) and carbon-heteroatom (C-X; X = N, O, S) bond formation, which is extensively used by the organic chemists to generate bioactive or useful material synthesis. Some of the key carbon- carbon bond forming reactions are Grignard, Wittig, Enolate alkylation, Aldol, Claisen condensation, Michael and more organic reactions. Alternatively, carbon-heteroatoms containing C-N, C-O, and C-S bond are also found more important and present in various heterocyclic compounds, which are of biological, pharmaceutical, and material interest. Thus, there is a clear scope for the discovery and development of cleaner reaction, faster reaction rate, atom economy and efficient one-pot synthesis for sustainable production of diverse and structurally complex organic molecules. Reactions that required hours to run completely in a conventional method can now be carried out within minutes. Thus, the application of microwave (MW) radiation in organic synthesis has become more promising considerable amount in resource-friendly and eco-friendly processes. The technique of microwaveassisted organic synthesis (MAOS) has successfully been employed in various material syntheses, such as transition metal-catalyzed cross-coupling, dipolar cycloaddition reaction, biomolecule synthesis, polymer formation, and the nanoparticle synthesis. The application of the microwave-technique in carbon-carbon and carbon-heteroatom bond formations via MCRs with major reported literature examples are discussed in this review.

Transition-metal free C(sp2)–C(sp2) bond formation: arylation of 4-aminocoumarins using arynes as an aryl source

2019 ◽  
Vol 17 (40) ◽  
pp. 9014-9025 ◽  
Author(s):  
Abhilash Sharma ◽  
Pranjal Gogoi
Keyword(s):  
Transition Metal ◽  
Bond Formation ◽  
Single Step ◽  
Metal Catalyst ◽  
Metal Free ◽  
Synthetic Strategy

A mild, efficient and transition-metal free synthetic strategy has been developed for the α-arylation of 4-aminocoumarins using arynes as an aryl source. This synthetic strategy proceeds via C(sp2)–C(sp2) bond formation between 4-aminocoumarins and aryne precursors in a single step in the absence of a metal-catalyst.

Carbonyl-Photoredox/Metal Dual Catalysis: Applications in Organic Synthesis

Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3493-3510
Author(s):  
Hong-Xi Li ◽  
Da-Liang Zhu ◽  
David James Young
Keyword(s):  
Bond Formation ◽  
Short Review ◽  
Hydrogen Atom Transfer ◽  
Aryl Halides ◽  
Single Electron Transfer ◽  
Carbonyl Complexes ◽  
Keto Esters ◽  
Aryl Bromides ◽  
Dual Catalysis ◽  
Transfer Agents

Photoredox/metal dual catalysis is a versatile tandem methodology to construct carbon–carbon and carbon–heteroatom bonds. The focus of this short review is the application of this technology to C(sp3)–C(sp3), C(sp3)–C(sp2), C(sp2)–C(sp2), C(sp2)–O, and C(sp3)–O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents.1 Introduction2 Homocoupling of Aryl Halides3 Functionalization of C(sp3)–H Bonds3.1 Dehydrogenation of Alkanes3.2 Arylation/Alkylation3.3 Carboxylation3.4 Acylation3.5 Hydroalkylation of Olefins3.6 Hydroalkylation of Imines4 Benzoylation of Aryl Bromides5 Aryl Esterification6 Oxidation of β-Keto Esters7 Conclusions and Future Outlook

Photoredox sheds new light on nickel catalysis: from carbon–carbon to carbon–heteroatom bond formation

2016 ◽  
Vol 3 (4) ◽  
pp. 522-526 ◽  
Author(s):  
Yong-Yuan Gui ◽  
Liang Sun ◽  
Zhi-Peng Lu ◽  
Da-Gang Yu
Keyword(s):  
Bond Formation ◽  
Nickel Catalysis ◽  
Recent Emergence ◽  
Dual Catalysis

Recent emergence of photoredox/nickel dual catalysis to generate carbon–carbon and carbon–heteroatom bonds is highlighted.

Palladium-Catalyzed/Copper-Mediated Desulfurization and Aryl­­ation of Quinoline-2-(1H)-thione for Rapid Access to Quinoline Derivatives

Synthesis ◽  
2019 ◽  
Vol 52 (06) ◽  
pp. 893-900
Author(s):  
Hai-Long Lu ◽  
Fu-Hu Guo ◽  
Tong-Lin Wang ◽  
Xi-Cun Wang ◽  
Zheng-Jun Quan
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Inert Atmosphere ◽  
Single Step ◽  
Diverse Range ◽  
Arylboronic Acids ◽  
Carbon Carbon Bond ◽  
Substituted Quinolines ◽  
Wide Range ◽  
Palladium Catalyzed

An efficient method for carbon–carbon bond formation is described. The process employs the palladium-catalyzed and copper-mediated cross-coupling of quinoline-2-(1H)-thiones with arylboronic acids or alkynes through C–S bond cleavage without an inert atmosphere. The method provides rapid and general access to a diverse range of 2-substituted quinolines in a single step from a wide range of quinoline-2-(1H)-thiones and arylboronic acids or alkynes.

Photocatalysis in Dual Catalysis Systems for Carbon‐Nitrogen Bond Formation

2020 ◽  
Author(s):  
Swati Singh ◽  
Vishal Jyoti Roy ◽  
Neha Dagar ◽  
Partha Pratim Sen ◽  
Sudipta Raha Roy
Keyword(s):  
Bond Formation ◽  
Dual Catalysis ◽  
Nitrogen Bond

Dual Catalysis: Combination of Photocatalytic Aerobic Oxidation and Metal Catalyzed Alkynylation Reactions-CC Bond Formation Using Visible Light

2012 ◽  
Vol 18 (17) ◽  
pp. 5170-5174 ◽  
Author(s):  
Magnus Rueping ◽  
René M. Koenigs ◽  
Konstantin Poscharny ◽  
David C. Fabry ◽  
Daniele Leonori ◽  
...  
Keyword(s):  
Visible Light ◽  
Aerobic Oxidation ◽  
Bond Formation ◽  
Dual Catalysis ◽  
Metal Catalyzed

scholarly journals Oxidative Annulation of Diphenylpropanamides via In Situ Hypervalent Iodine-Promoted Intramolecular C–N/C–O Bond Formation

SynOpen ◽  
2021 ◽  
Vol 05 (04) ◽  
pp. 327-334
Author(s):  
Zhi-Peng Liang ◽  
Ying-Xin Yu ◽  
Yang Wang ◽  
Zheng-Guang Wu ◽  
Yuan-Yuan Sun
Keyword(s):  
Functional Group ◽  
Bond Formation ◽  
Single Step ◽  
Hypervalent Iodine ◽  
Target Compound ◽  
Migration Process ◽  
Aryl Iodide ◽  
Mild Conditions ◽  
Straightforward Approach

AbstractAn aryl iodide catalyzed intramolecular oxidative transformation of diphenylpropanamide derivatives is described that can readily afford the C–N/C–O coupling products in a single step. The speed of the 1,3-aryl iodide migration process determines the diversity of target compound generation in this reaction. This straightforward approach can be performed with the use of inexpensive and readily available catalyst, transition-metal-free, mild conditions and good functional group tolerance.

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