Gold Nanoparticles Supported on a Layered Double Hydroxide as Efficient Catalysts for the One‐Pot Synthesis of Flavones

Yatabe, Takafumi; Jin, Xiongjie; Yamaguchi, Kazuya; Mizuno, Noritaka

doi:10.1002/anie.201507134

Cited by 87 publications

(36 citation statements)

References 68 publications

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“…As we all know, Au/LDH could work as a very effective heterogeneous catalyst for the aerobic oxidative transformation of alcohols. Inspired by this, the Mizuno group reported the first example of a one‐pot heterogeneous catalytic synthesis of flavones from benzyl alcohols (or benzaldehydes) and 2‐hydroxyacetophenones, employing 3.2 mol% Au NPs supported on Mg‐Al LDH as a catalyst (Figure ) . The current one‐pot process consists of an aerobic oxidative transformation of the alcohol (Au catalysis), a Claisen–Schmidt condensation (LDH catalysis), an intramolecular oxa‐Michael addition (LDH catalysis), and an aerobic oxidative dehydrogenation of chromanones (Au catalysis).…”

Section: Various Materials As Supports For Au Nps In the Oxidative Trmentioning

confidence: 99%

Recent Progress in Catalytic Oxidative Transformations of Alcohols by Supported Gold Nanoparticles

2019

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Catalytic oxidative transformations of alcohols constitute one of the greatly important protocols for the synthesis of various aldehydes, ketones, acids, imines, amides, etc. that are required to make drug intermediates, food additives, plastics, detergents and cosmetics. The potential of gold nanoparticles (Au NPs) in catalytic oxidation reactions is generally competent owing to their tendency to activate oxygen. Supports play a conspicuous and increasingly important role not only in the preparation and stabilization of Au NPs, but also can address the issues of sustainability by facilitating separation and reusability of the catalyst. This review aims to systematically discuss the impressive developments in catalytic oxidative transformations of alcohols promoted by supported Au NPs in the last five years. These Au NPs exhibit unique electronic properties and crystal structures, which gives us an excellent opportunity to correlate atomic structure with intrinsic catalytic properties over Au NPs. The effect of a support on the significant properties of Au NPs in terms of catalytic activity, selectivity, recyclability, and stability is discussed at length. The tentative reaction mechanisms and the structure‐performance relationships are also discussed at appropriate places, which will provide some clues for the design of efficient Au NPs‐based catalysts.

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Section: Various Materials As Supports For Au Nps In the Oxidative Trmentioning

confidence: 99%

Recent Progress in Catalytic Oxidative Transformations of Alcohols by Supported Gold Nanoparticles

2019

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“…Because of the fact that the natural chromone is expensive and of limited availability, such method is therefore restricted from widespread application . Meanwhile, the other strategy involving the construction of chromone ring from various acyclic building blocks shows much broader application in the synthesis of chromone products with enriched structural diversity . Among the known methods enabling chromone ring construction, the domino reactions initiated by the cyclization of N,N ‐disubstituted 2‐hydroxyphenyl enaminone has in recent years evolved as a reliable and robust protocol in the synthesis of 3‐substituted chromones by forming new C−C and C−heteroatom bonds in this site with direct functionalization on the enaminone C−H bond .…”

Section: Introductionmentioning

confidence: 99%

C3‐Functionalized Chromones Synthesis by Tandem C−H Elaboration and Chromone Annulation of Enaminones

Wan

2019

Asian J Org Chem

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Chromone is a heterocyclic entity presents in a number of natural products, clinical pharmaceuticals, as well as molecules with enriched biological functions. As cuttingedge area, the synthesis of chromones has seen spectacular progress over the past decade. Among the available synthetic modes toward chromone scaffolds, the annulation of orthohydroxyphenyl functionalized N,N-disubstituted enaminones has turned out to be one of the most reliable and practical ones. By combining this annulation with the featured transformation of the vinyl α-CÀ H bond in the enaminone structure, a large number of tandem reactions providing structurally diverse chromones with C3-functionalization have been recently realized. As a practical strategy in the synthesis of valuable heterocyclic molecules and an important branch in the enaminone-based organic synthesis, such synthetic reactions are highly instructive for organic chemistry and many other disciplines related to this heterocyclic moiety. Herein, we present for the first time the research advances on the synthesis of C3-functionalized chromones via tandem vinyl CÀ H bond elaboration and chromone annulation of ortho-hydroxyphenyl functionalized tertiary enaminones. 2 3 4 5 6 7 8

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“…LDHs, because of the relative ease of their synthesis, represent inexpensive, versatile and potentially recyclable source of catalyst supports [10][11][12], catalyst precursors [13][14][15] or actual catalysts [16][17][18][19]. LDHs can be found in nature, but for applications they are usually synthesized.…”

Section: Introductionmentioning

confidence: 99%

Syntheses, characterization and catalytic activities of CaAl-layered double hydroxide intercalated Fe(III)-amino acid complexes

et al. 2018

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Gold Nanoparticles Supported on a Layered Double Hydroxide as Efficient Catalysts for the One‐Pot Synthesis of Flavones

Cited by 87 publications

References 68 publications

Recent Progress in Catalytic Oxidative Transformations of Alcohols by Supported Gold Nanoparticles

Recent Progress in Catalytic Oxidative Transformations of Alcohols by Supported Gold Nanoparticles

C3‐Functionalized Chromones Synthesis by Tandem C−H Elaboration and Chromone Annulation of Enaminones

Syntheses, characterization and catalytic activities of CaAl-layered double hydroxide intercalated Fe(III)-amino acid complexes

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