Magnetic Nanocatalysis. Volume 1: Synthetic Applications

✍ Scribed by Varma R.S., Banerjee B. (ed.)

• Publisher: Walter de Gruyter
• Year: 2022
• Tongue: English
• Leaves: 455
• Category: Library

✦ Synopsis

Magnetic nanocatalysts are becoming an important tool for greener catalytic processes in chemical transformations in view of the ease of their removal from a reaction medium. This book explores assorted magnetic nanocatalysts, their deployment in synthesis, chemical transformation and their recovery and reuse. Various thematic topics embodied include magnetic nanocatalysts for S-S bond formation, N-heterocycle formation, C-heteroatom bond formation, silica-supported catalysts, multicomponent reactions, including their recyclability; another available volume emphasizes the utility of magnetic nanocatalysts in industrial appliances.
Explores magnetic nanocatalysts, their use in synthesis, and their recyclability for more sustainable processes.
Contains chapters on their use in S-S bond formation, bioactive N-heterocycle formation, C-heteroatom bond formation and more.

✦ Table of Contents

Cover
Half Title
Also of Interest
Magnetic Nanocatalysis. Volume 1: Synthetic Applications
Copyright
Dedicated to Sant Baba Iqbal Singh Ji, Founder Chancellor, Akal University
Foreword
About Professor C.N.R. Rao
Contents
1. Magnetic metal nanoparticle-catalyzed carbon-heteroatom bond formation and synthesis of related heterocycles
1.1 Introduction
1.2 Carbon-nitrogen bond formation and the synthesis of related heterocycles
1.2.1 C–N bond formation via cross-coupling reactions
1.2.2 Synthesis of five-membered nitrogen-containing heterocycles
1.2.3 Synthesis of six-membered rings containing one nitrogen atom
1.2.4 Synthesis of six-membered rings containing two nitrogen atoms
1.3 Carbon-oxygen bond formation and the synthesis of related heterocycles
1.4 Carbon-chalcogen bond formation and the synthesis of related heterocycles
1.5 Conclusion
References
2. Magnetic nanocatalysts in disulfide synthesis
2.1 Introduction
2.1.1 Disulfides in biomolecules
2.1.2 Disulfides in industries
2.1.3 Disulfides in organic synthesis
2.1.4 Nanotechnology & nanocatalysis in chemistry
2.1.5 Magnetic nanocatalysis
2.2 MNPs (Magnetic Nanoparticles) in disulfide synthesis
2.2.1 Magnetite MNP core
2.2.2 Maghemite MNP core
2.2.3 Spinel ferrite MNPs
2.2.4 Magnetic clay
2.3 Conclusions
References
3. Hybrid magnetic nanocatalysts for organic synthesis
3.1 Introduction
3.2 Synthesis of hybrid magnetite nanocatalysts
3.2.1 Surface modifications of the coated silica on magnetic nanocatalyst
3.2.2 Iron and cobalt magnetic nanoparticles
3.2.3 Nickel and iron magnetic nanoparticles
3.2.4 Gold nanoparticles
3.2.5 Iron nanoparticles
3.3 Characterization techniques
3.3.1 FT-IR spectroscopy
3.3.2 EDX
3.3.3 VSM
3.3.4 SEM
3.3.5 TEM
3.3.6 XRD
3.3.7 XRP
3.3.8 AAS
3.3.9 ICP-AES
3.3.10 TGA
3.3.11 BET
3.4 Functionalization and applications
3.5 Conclusions
References
4. Magnetic nanostructured catalysts for reduction of nitroaromatics
4.1 Introduction
4.2 Magnetic nanostructured catalysts for the reduction of nitroaromatics
4.3 Conclusions
References
5. Applications of CuFe2O4 magnetic nanoparticles in organic synthesis
5.1 Introduction
5.2 General methods of preparation and the structural characteristics of CuFe2O4 MNPs
5.2.1 Co-precipitation method
5.2.2 Sonochemical method
5.2.3 Ceramic method
5.2.4 Sol-gel method
5.2.5 Green synthesis
5.2.6 Microwave-hydrothermal method
5.2.7 Microemulsion method
5.3 Copper ferrite magnetic nanoparticles-catalyzed organic reactions
5.3.1 Acetylation reactions
5.3.2 Coupling reactions
5.3.2.1 Sonogashira coupling reaction
5.3.2.2 Suzuki coupling reaction
5.3.2.3 Carbon–heteroatom coupling reactions
5.3.2.3.1 C–N bond formation
5.3.2.3.2 C–O bond formation
5.3.2.3.3 C–S bond formation
5.3.2.3.4 C–Se bond formation
5.3.2.4 A3-coupling reaction
5.3.3 Multicomponent synthesis of heterocycles
5.3.3.1 Synthesis of imidazoles
5.3.3.2 Synthesis of 1,2,3-triazoles
5.3.3.3 Synthesis of tetrazoles
5.3.3.4 Synthesis of 2-iminothiazolidin-4-ones
5.3.3.5 Synthesis of 1,4-dihydropyridines
5.3.3.6 Synthesis of indoles
5.3.3.7 Synthesis of imidazo[1,2-a]pyridines
5.3.3.8 Synthesis of benzoxazoles
5.3.3.9 Synthesis of uracil-fused pyrroles
5.3.3.10 Synthesis of dihydropyrano[2,3-c]pyrazoles
5.3.3.11 Synthesis of quinolines and quinazolines
5.3.3.12 Synthesis of 4H-chromenes
5.3.3.13 Synthesis of 4-methylcoumarins
5.3.3.14 Synthesis of spirohexahydropyrimidines
5.3.3.15 Synthesis of 4H-benzo[g]chromene-5,10-dione
5.3.3.16 Synthesis of 1,8-dioxo-octahydroxanthenes
5.3.3.17 Synthesis of naphthoxazinones
5.3.3.18 Synthesis of chromeno[4,3-b]chromenes
5.3.3.19 Synthesis of spirooxindoles
5.3.3.20 Synthesis of benzodiazepines
5.3.4 Oxidation reactions
References
6. Magnetic nanoparticle catalysis: a potential platform for the fabrication of C–C bond generation and oxidation reaction to achieve important structural motifs
6.1 Introduction
6.2 Magnetic nanoparticle catalyzed C–C bond forming reaction
6.2.1 Suzuki cross-coupling reaction
6.2.2 Heck cross-coupling reactions
6.2.3 Sonogashira coupling reactions
6.2.4 Hiyama coupling reaction
6.2.5 Stille coupling reaction
6.2.6 Homocoupling reaction
6.3 Magnetic nanoparticle catalyzed oxidation reaction
6.3.1 Oxidation of alcohols
6.3.2 Epoxidation reaction
6.3.3 Oxidation of sulfides and mercaptans
6.3.4 Oxidative amidation of alcohols
6.3.5 Oxyphosphorylation
6.3.6 Oxidation of silyl enolates
6.3.7 Oxidation of aromatic amines to give azoxyarenes
6.3.8 Benzylic and allylic C-H bonds to carbonyl compounds
6.3.9 Oxidation of secondary amines to nitrones
6.4 Conclusions
References
7. Magnetic nanocomposite-catalyzed Suzuki cross-coupling reactions
7.1 Introduction
7.2 Recent developments in the Suzuki cross-coupling reactions
7.3 Magnetically separable nanocatalysts in Suzuki cross-coupling reaction
7.3.1 Nanocomposite with non-magnetic metal catalyst supported on coated magnetic template
7.3.1.1 Reactions performed at room temperature (≤ 40 °C)
7.3.1.2 Reactions at moderate reaction temperature (40–80 °C)
7.3.1.3 Reactions at high temperature (> 80 °C)
7.3.1.4 Reactions under the influence of electromagnetic irradiation
7.3.2 Nanocomposite with non-magnetic metal catalyst and magnetic nanoparticle immobilized on organic or inorganic support
7.3.3 Magnetic metal nanoparticle (active catalyst) supported on non-magnetic template
7.4 Metal or template magnetic but no magnetic separation
7.5 Conclusions
References
8. Ni nanoparticles-mediated synthesis of various heterocycles
8.1 Introduction
8.2 Recent literature in the application of nickel nanoparticles as catalysts in the formation of heterocyclic derivatives
References
9. Sulfonic acid functionalized magnetic nanocatalysts in organic synthesis
9.1 Introduction
9.2 Magnetic nanoparticles (MNPs) as catalysis
9.3 Scope of sulfonic acid functionalized MNPs in organic synthesis
9.3.1 Synthesis of spirochromene derivatives
9.3.2 Synthesis of spiropyran derivatives
9.3.3 Synthesis of spirooxindoles
9.3.4 Synthesis of spiro[indeno[1,2-b]quinoxaline derivatives
9.3.5 Synthesis of monospiro-2-amino-4H-pyran
9.3.6 Synthesis of polysubstituted pyridines
9.3.7 Synthesis of indeno[1,2-b]pyridines
9.3.8 Synthesis of 2-amino-3-cyano pyridine derivatives
9.3.9 Synthesis of 2,4,6-triarylpyridines derivatives
9.3.10 Synthesis of 1,4-dihydropyridine derivatives
9.3.11 Synthesis of 1,4-dihydropyridines derivatives by Hantzsch reaction
9.3.12 Synthesis of polysubstituted tetrahydropyridines and dihydropyrimidinones
9.3.13 Synthesis of dihydropyrano[2,3-c]pyrazoles derivatives
9.3.14 Synthesis of pyranopyrazole compounds
9.3.15 Synthesis of 4,4′-(arylmethylene)-bis(1H–pyrazol-5-ol) and pyrano[3,2-c]pyrazole derivatives
9.3.16 Synthesis of dihydropyrano[2,3-c]pyrazole and 4H- chromene derivatives
9.3.17 Synthesis of 4H-benzo[b]pyrans and dihydropyrano[c] chromenes
9.3.18 Synthesis of pyrano[2,3-d] pyrimidines derivatives
9.3.19 Synthesis of 2-amino-3-cyano-1,4,5,6-tetrahydropyrano [3,2-c]quinolin-5-ones and 5-oxo-dihydropyrano[3,2-c] chromenes
9.3.20 Synthesis of 1,4-dihydro-pyrano[2,3-c]pyrazoles/ tetrahydrobenzo[b]pyrans/4H-chromenes
9.3.21 Synthesis of 2-thioxopyrido[2,3-d]pyrimidines derivatives
9.3.22 Synthesis of pyrano[2, 3-d] pyrimidinone derivatives
9.3.23 Synthesis of arylamine substituted chromeno[4, 3-b] pyrrol-4(1H)-ones
9.3.24 Sonogashira and Heck cross-coupling reactions
9.3.25 Synthesis of piperazinyl-quinolinyl fused benzo[c]acridine derivatives
9.3.26 Synthesis of benzo[c]acridine-8(9H)-ones and 2-amino- 4H-chromenes
9.3.27 Synthesis of 3,4-dihydropyrimidine-2-[1H]thione derivatives
9.3.28 Synthesis of dihydropyrimidinones
9.3.29 Biginelli reaction
9.3.30 Synthesis of 3,4-dihydropyrimidin-2(1H)-one/thiones derivatives
9.3.31 Synthesis of pyrido[2,3-d]pyrimidine derivatives
9.3.32 Synthesis of hexahydroquinolines
9.3.33 Synthesis of aryl benzo[α]xanthenone derivatives
9.3.34 Synthesis of 1,8-dioxodecahydroacridines
9.3.35 Synthesis of 2H-indazolo-[2,1-b]phthalazine-1,6,11-trione derivative
9.3.36 Synthesis of 2H-indazolo[2,1-b]phthalazine-triones
9.3.37 Synthesis of diindolyloxindole derivatives
9.3.38 Synthesis of 2,4,5-trisubstituted phenanthroimidazoles
9.3.39 Synthesis of 1-substituted-1H-1,2,3,4-tetrazoles
9.3.40 Ritter reaction
9.3.41 Synthesis of alkyl levulinates from the esterification of levulinic acid
9.3.42 Synthesis of 2-substituted benzimidazoles
9.3.43 Friedlander quinoline synthesis
9.3.44 Production of acetals
9.4 Conclusions
References
10. Silica-coated magnetic nanocatalysts as efficient green catalysts for organic synthesis
10.1 Introduction
10.2 Magnetically separable nanocatalysts
10.2.1 Bare MNPs
10.2.2 Silica: the ultimate choice as the coating/protecting agent
10.2.3 Surface functionalization of SMNPs
10.3 SMNPs supported
10.3.1 Metals
10.3.2 Solid acid catalyst
10.3.3 Metal organic frameworks
10.3.4 Ionic liquid
10.4 Conclusion and future outlook
References
11. Multicomponent synthesis of biologically promising pyrans and pyran annulated heterocycles using magnetically recoverable nanocatalysts
11.1 Introduction
11.2 Synthesis of fully functionalized 4H-pyrans
11.3 Synthesis of pyran annulated heterocycles
11.3.1 Synthesis of 2-amino-3-cyano-tetrahydro-4H-chromenes
11.3.2 Synthesis of 2-amino-3-cyano-dihydropyrano[3,2-c] chromenes
11.3.3 Synthesis of pyrano[2,3-d]pyrimidine derivatives
11.3.4 Synthesis of dihydropyrano[2,3-c]pyrazoles
11.3.5 Synthesis of benzo[a]pyrano[2,3-c] phenazines
11.3.6 Synthesis of 2-amino-4H-pyrano[3,2-h]quinolines
11.3.7 Synthesis of 5-amino-2-aryl-chromeno[4,3,2-de][1,6] naphthyridine-4-carbonitriles
11.4 Spiro pyrans
11.4.1 Synthesis of spiro[chromene-4,3ʹ-indoline] derivatives
11.4.2 Synthesis of spiro[indoline-3,4ʹ-pyrano[3,2-c]chromene] derivatives
11.4.3 Synthesis of spiro[pyrano-indene-1,3-dione/ acenaphthylene] derivatives
11.4.4 Synthesis of 4H-chromenes and 5H-pyrano[3,2-c] chromenes
11.5 Conclusions
Author list: Volume 1
Index