Recent Advances in Microwave-Assisted Copper-Catalyzed Cross-Coupling Reactions

Baqi, Younis

doi:10.3390/catal11010046

Cited by 23 publications

(17 citation statements)

References 143 publications

(138 reference statements)

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“…Although a general screening of ligands for the above studies was not carried out, the popular N , N′ -dimethylethylenediamine (DMEDA) [ 7 , 8 , 9 , 10 ] was examined briefly to see how it competes with phen as a ligand for the Goldberg reaction of 2-bromopyridine and secondary amides. The usual loading for CuI/DMEDA reactions of this type is 1/2 with CuI at 5–10%.…”

Section: Resultsmentioning

confidence: 99%

“…recent years using various aryl and heteroaryl halides [7][8][9][10], only a few examples have been reported that provide MAPA-related compounds from 2-halopyridines. Some examples are depicted below (Scheme 1).…”

Section: Introductionmentioning

confidence: 99%

“…A potentially inexpensive route to many MAPA-type compounds would be the direct conversion of 2-bromopyridine to the corresponding N -methyl amides via the Goldberg reaction. Although the catalytic Goldberg reaction has been extensively studied in recent years using various aryl and heteroaryl halides [ 7 , 8 , 9 , 10 ], only a few examples have been reported that provide MAPA-related compounds from 2-halopyridines. Some examples are depicted below ( Scheme 1 ).…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of MAPA Reagents and 2-Alkyl(aryl)aminopyridines from 2-Bromopyridine Using the Goldberg Reaction

Comins

2022

Molecules

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A short and economical synthesis of various 2-methylaminopyidine amides (MAPA) from 2-bromopyridine has been developed using the catalytic Goldberg reaction. The effective catalyst was formed in situ by the reaction of CuI and 1,10-phenanthroline in a 1/1 ratio with a final loading of 0.5–3 mol%. The process affords high yields and can accommodate multigram-scale reactions. A modification of this method provides a new preparation of 2-N-substituted aminopyridines from various secondary N-alkyl(aryl)formamides and 2-bromopyridine. The intermediate aminopyridine formamide is cleaved in situ through methanolysis or hydrolysis to give 2-alkyl(aryl)aminopyridines in high yields.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis of MAPA Reagents and 2-Alkyl(aryl)aminopyridines from 2-Bromopyridine Using the Goldberg Reaction

Comins

2022

Molecules

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“…As Cross-coupling reactions furnishing carbon-carbon (C-C) and carbon-heteroatom (C-X)bond is still one of the most challenging area in organic syntheses. Younis Baqi has reported [49] a comprehensive review on Recent Advances in Microwave-Assisted Copper-Catalyzed Cross-Coupling Reactions very recently. The microwave energy was also used in the synthesis of Ribonucleosides using natural phoshphate as catalyst in 2013 by Ouzebla et al [50].…”

Section: H Coupling Reactionsmentioning

confidence: 99%

Microwave Assisted Synthesis of Organic Compounds and Nanomaterials

Jha¹

2021

Nanofibers - Synthesis, Properties and Applications

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In the Conventional laboratory or industry heating technique involve Bunsen burner, heating mental/hot plates and electric heating ovens. To produce a variety of useful compounds for betterment of mankind, the Microwave Chemistry was introduced in year 1955 and finds a place in one of the Green chemistry method. In Microwave chemistry is the science of applying microwave radiation to chemical reactions. Microwaves act as high frequency electric fields and will generally heat any material containing mobile electric charges, such as polar molecules in a solvent or conducting ions in a solid. Polar solvents are heated as their component molecules are forced to rotate with the field and lose energy in collisions i.e. the dipole moments of molecules are important in order to proceed with the chemical reactions in this method. It can be termed as microwave-assisted organic synthesis (MAOS), Microwave-Enhanced Chemistry (MEC) or Microwave-organic Reaction Enhancement synthesis (MORE). Microwave-Assisted Syntheses is a promising area of modern Green Chemistry could be adopted to save the earth.

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“…These devices can accomodate several rotor types for parallel reactions in a vessel volume up to 100 mL. [30][31][32][33] Although the chemical literature provides a valuable number of reviews on copper-and nickel-catalyzed reactions, [34][35][36][37] this review article critically focuses the attention on the recent progress on copper-and nickel-catalyzed cross-coupling reactions using various metal catalysts under distinctive attributes of microwave heating reported during the last decade. It highlights as well on the more stable and sustainable metal catalysts used; the improvement and intensification of reaction selectivity are symbolizing the current challenges in order to reach to the well-established activity level of palladium catalysts.…”

Section: Introductionmentioning

confidence: 99%

Modern Development in Copper‐ and Nickel‐Catalyzed Cross‐Coupling Reactions: Formation of Carbon‐Carbon and Carbon‐Heteroatom bonds under Microwave Irradiation Conditions

Salih

2022

Asian J Org Chem

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The use of transition metals in cross‐coupling reactions has been verified as a powerful tool in synthetic organic chemistry to access valuable pharmaceutical intermediates and functional organic molecules. Copper compounds were described for building a variety of Carbon‐Carbon and Carbon‐Heteroatom bonds more than a century ago. Whereas nickel‐catalyzed cross‐coupling was emerged in the 1972. The general reactivity of the reaction conversion was enhanced during the last two decades, particularly under microwave irradiation conditions. The focus of this review article accentuates the recent development and sustainable achievement of copper‐ and nickel‐catalyzed cross‐coupling of different electrophiles and nucleophiles or two sort of nucleophiles under microwave irradiation conditions. The published cross‐coupling protocols during the last ten years were critically reviewed, this includes the type and amount of metal catalyst used, solventless and ligandless conditions and the application in the synthesis of complex heterocycles. Furthermore, various proposed reaction mechanisms covering radical path or through the involvement of metal complexes in different oxidation states were highlighted and discussed.

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Recent Advances in Microwave-Assisted Copper-Catalyzed Cross-Coupling Reactions

Cited by 23 publications

References 143 publications

Synthesis of MAPA Reagents and 2-Alkyl(aryl)aminopyridines from 2-Bromopyridine Using the Goldberg Reaction

Synthesis of MAPA Reagents and 2-Alkyl(aryl)aminopyridines from 2-Bromopyridine Using the Goldberg Reaction

Microwave Assisted Synthesis of Organic Compounds and Nanomaterials

Modern Development in Copper‐ and Nickel‐Catalyzed Cross‐Coupling Reactions: Formation of Carbon‐Carbon and Carbon‐Heteroatom bonds under Microwave Irradiation Conditions

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