β-Diketones and their derivatives in sol–gel processes

Zolotareva, N. V.; Семенов, В. В.

doi:10.1070/rc2013v082n10abeh004364

Cited by 21 publications

(11 citation statements)

References 27 publications

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“…Considering the interesting synthetic potentialities of compound 5a possessing a diketo group − in the keto-enolic form, a few cyclocarbonylative Sonogashira reactions between 2-ethynylbenzamide 1 and different iodoarenes 2 were also performed in THF. As reported in Table , a high conversion of the reactants (75–100%) was observed and the formation of a mixture of isoindolinone 3 and ketoenol 5 was obtained.…”

Section: Resultssupporting

confidence: 61%

Synthesis of 3-Alkylideneisoindolin-1-ones via Sonogashira Cyclocarbonylative Reactions of 2-Ethynylbenzamides

2020

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Cyclocarbonylative Sonogashira reactions of ortho -ethynylbenzamides have been investigated. The process is carried out under CO pressure, in the presence of a very small amount of PdCl 2 (PPh 3 ) 2 (0.4 mol %) as a catalytic precursor and without the need for a Cu salt as the co-catalyst. 2-Ethynylbenzamide reacted successfully with iodoarenes bearing electron-withdrawing and electron-donating groups, giving rise to different classes of compounds depending on the solvent used. On the contrary, N -(4-chlorophenyl)-2-ethynylbenzamide afforded exclusively polyfunctionalized isoindolinones with high stereoselectivity toward ( E ) isomers.

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Section: Resultssupporting

confidence: 61%

Synthesis of 3-Alkylideneisoindolin-1-ones via Sonogashira Cyclocarbonylative Reactions of 2-Ethynylbenzamides

2020

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“…[2 + 2 + 2]-Cyclotrimerization of 1,3-diketones with terminal alkynes, catalyzed by MnBr(CO) 5 , was proposed as an efficient procedure for the preparation of substituted benzenes [3,69]. The reaction with arylacetylenes was regioselective, and the corresponding p-terphenyl derivatives were formed with high yields.…”

Section: Scheme 58mentioning

confidence: 99%

“…β-Diketones were brought into catalytic reaction with acetylene derivatives to obtain aromatic compounds [95]. The reaction of acetylacetone with phenylacetylene in the presence of 5 gave a mixture of three compounds (Scheme 91). When the reaction was carried out in toluene at 50°C with addition of 4-Å molecular sieves (115 wt % of Mn), tetrasubstituted benzene was formed as the major product (69%), while the yield of the other two products decreased to 5 and 7%, respectively.…”

Section: Transformations Of β-Diketonesmentioning

confidence: 99%

“…Benzoylacetone reacted with 2-aminobenzenethiol to give 75% of 219 (X = S, R 1 = H, R 2 = Me), and 72% of 220 (X = NH, R 1 = 4-Cl, R 2 = Me) was obtained in the reaction with 4-chlorobenzene-1,2-diamine. Threecomponent reaction of 2-aminobenzothiazole with 3-hydroxybenzaldehyde and acetylacetone at 60°C under solvent-free conditions afforded 60% of 10aH-benzo [4,5] [1,3]triazolo[3,2-a]pyrimidine derivative 221 [151] (Scheme 142).…”

Section: Polyheterocyclic Systems With Two or More Different Heteroatomsmentioning

confidence: 99%

“…Continuously growing interest in β-dicarbonyl compounds is observed among researchers working in various fields of medicinal chemistry and chemistry of metal complexes. Sol-gel syntheses with β-diketones afforded organic-inorganic hybrid materials used in gas sensors and molecular thermometers, as well as in the manufacture of optical fiber and lightconverting materials [1][2][3][4][5].…”

Section: Introductionmentioning

confidence: 99%

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1,3-Diketones. Synthesis and properties

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Advances in Deposition of Metals from Metal Enolates

Lang

Adner

Georgi

2016

Patai's Chemistry of Functional Groups

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This chapter describes the use of metal enolates as precursors for the deposition and growth of nano‐sized materials of a large variety of metal, mixed metal‐metal oxide, and alloy layers and patterns, an area that has rapidly developed during the last couple of decades. As metal enolates, mostly mononuclear main group, transition metal, and rare earth metal complexes featuring various β‐diketonate or β‐ketoiminate ligands have been used. Based on their intrinsic properties, for example, reactivity, transparency, conductivity, and magnetism, a large variety of metal and/or metal oxide deposits are available at present. As deposition processes, mainly gas‐phase (e.g., CVD2–9 and ALD8–19) or liquid‐phase procedures (including spin‐coating, dip‐coating, sol–gel, and printing techniques) were used. Controlled decomposition of the appropriate metal enolates allows the generation of diverse metal and metal oxide materials, for example, dense or porous thin layers and nanomaterials in the form of particles, dots, rods, tubes, and wires. Where appropriate, the similarities and differences, including elementary decomposition steps that are common for the respective metal enolate precursors, are discussed as well.

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β-Diketones and their derivatives in sol–gel processes

Cited by 21 publications

References 27 publications

Synthesis of 3-Alkylideneisoindolin-1-ones via Sonogashira Cyclocarbonylative Reactions of 2-Ethynylbenzamides

Synthesis of 3-Alkylideneisoindolin-1-ones via Sonogashira Cyclocarbonylative Reactions of 2-Ethynylbenzamides

1,3-Diketones. Synthesis and properties

Advances in Deposition of Metals from Metal Enolates

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