Lanthanides in organic synthesis. 9. Samarium diiodide promoted intramolecular pinacolic coupling reactions

1988 ◽  
Vol 53 (9) ◽  
pp. 2132-2134 ◽  
Author(s):  
Gary A. Molander ◽  
Caryn Kenny
Keyword(s):  
Organic Synthesis ◽  
Samarium Diiodide ◽  
Coupling Reactions

Cross-Coupling Reactions with 2-Amino-/Acetylamino-Substituted 3-Iodo-1,4-naphthoquinones: Convenient Synthesis of Novel Alkenyl- and Alkynylnaphthoquinones and Derivatives

Synthesis ◽  
2021 ◽  
Author(s):  
Felipe C. Demidoff ◽  
Leandro L. de Carvalho ◽  
Eduardo José P. Rodrigues Filho ◽  
Andréa Luzia F. de Souza ◽  
Chaquip D. Netto
Keyword(s):  
Click Chemistry ◽  
Organic Synthesis ◽  
Biological Activities ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Large Array ◽  
Terminal Alkyne ◽  
Co Catalyst ◽  
Cross Coupling Reactions ◽  
Convenient Synthesis

AbstractFunctionalized 1,4-naphthoquinones have been employed as versatile synthons in organic synthesis, in addition to presenting a large array of biological activities. Herein, the applications of 2-amino-/ acetylamino-substituted 3-iodo-1,4-naphthoquinones in cross-coupling reactions are described to successfully afford sixteen novel 3-styryl-1,4-naphthoquinones (amino-stilbene-quinone hybrids) and four 3-alkynyl-1,4-naphthoquinone in overall good yields. Interestingly, the alkynylated derivatives could be obtained from ligand- and Pd-free CuI-mediated cross-coupling reactions, after extensive investigations to exclude Pd as a co-catalyst. Lastly, the desilanized terminal alkyne was subjected to click chemistry reactions to give two novel triazole-1,4-naphthoquinone hybrids.

scholarly journals Palladium-Catalyzed Coupling Reactions on Functionalized 2-Trifluoromethyl-4-chromenone Scaffolds: Synthesis of Highly Functionalized Trifluoromethyl Heterocycles

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1342-1352 ◽  
Author(s):  
Javier Izquierdo ◽  
Atul Jain ◽  
Sarki Abdulkadir ◽  
Gary Schiltz
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Biological Activities ◽  
Structural Complexity ◽  
Biologically Active ◽  
Coupling Reactions ◽  
Trifluoromethyl Group ◽  
Palladium Catalyzed ◽  
Active Natural

The chromenone core is an ubiquitous group in biologically active natural products and has been extensively used in organic synthesis. Fluorine-derived compounds, including those with a trifluoromethyl group (CF3), have shown enhanced biological activities in numerous pharmaceuticals compared with their non-fluorinated analogues. 2-Trifluoromethylchromenones can be readily functionalized at the 8- and 7-positions, providing chromenones cores of high structural complexity, which are excellent precursors for numerous trifluoromethyl heterocycles.

1.11 Generation of Radicals from Organoboranes

2021 ◽  
Author(s):  
E. André-Joyaux ◽  
L. Gnägi ◽  
C. Melendez ◽  
V. Soulard ◽  
P. Renaud
Keyword(s):  
Organic Synthesis ◽  
Coupling Reactions ◽  
Alkyl Radicals ◽  
Aryl Radicals ◽  
Cross Coupling Reactions ◽  
Oxidative Reactions ◽  
Radical Cascade ◽  
Cascade Processes ◽  
A Chain ◽  
Boronic Acid Derivatives

AbstractRadicals can be generated by the cleavage of the C—B bond of alkylboranes or boronic acid derivatives. The fragmentation process may result from a nucleohomolytic substitution process or from a redox process. The nucleohomolytic substitution is ideal for the generation of alkyl radicals and is usually part of a chain-reaction process. Redox processes (mainly oxidative reactions) have been used to generate both alkyl and aryl radicals. The use of stoichiometric oxidizing agents can be avoided by employing photoredox catalysis. A broad range of synthetic applications such as radical cascade processes, multicomponent reactions, and cross-coupling reactions in the presence of suitable metal catalysts are now possible. In their diversity, organoboron compounds represent one of the most general sources of radicals. The merging of radical chemistry with the classical chemistry of organoboron derivatives opens tremendous opportunities for applications in organic synthesis.

The recent advances in K2S2O8-mediated cyclization/coupling reactions via an oxidative transformation

2020 ◽  
Vol 56 (96) ◽  
pp. 15101-15117
Author(s):  
Sumit Kumar ◽  
Kishor Padala
Keyword(s):  
Organic Synthesis ◽  
Coupling Reactions ◽  
Oxidative Transformation ◽  
Recent Advances

Recently the K2S2O8 mediated cyclization/coupling reactions to construct carbon–carbon/carbon–heteroatom bond via oxidative transformation is became much interesting in organic synthesis.

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