Preparation and oxidation of α-nitro alcohols with supported reagents.

Mélot, Jean-Marie; Texier‐Boullet, Françoise; Foucaud, A.

doi:10.1016/s0040-4039(00)85513-6

Cited by 83 publications

(19 citation statements)

References 12 publications

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“…Heterogeneous catalysis induced by solid catalysts such as basic alumina [11], alumina-KF [12] and homogeneous phase transfer catalysis with surfactants [13] in bi-phase system, the two divergent approaches being explored are aimed at achieving higher atom selectivity. The solid base catalysts provide an alternative to the classical soluble bases with emphasize to avoid the environmental problems caused by salt formation and hazardous conditions [14].…”

Section: Introductionmentioning

confidence: 99%

MgAl-Layered Double Hydroxide Solid Base Catalysts for Henry Reaction: A Green Protocol

Abdellattif¹,

Mokhtar²

2018

Preprint

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Section: Introductionmentioning

confidence: 99%

MgAl-Layered Double Hydroxide Solid Base Catalysts for Henry Reaction: A Green Protocol

Abdellattif¹,

Mokhtar²

2018

Preprint

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“…To minimize these drawbacks different solid, heterogeneous catalysts have been introduced and, in this context, basic alumina [21] and alumina-supported potassium fluoride [22], both neat procedures, were originally reported.…”

Section: Methodsmentioning

confidence: 99%

Synthetic Applications of Nitroalkanes Promoted by Solid Catalysis: Recent Results

Ballini

Palmieri

2006

COC

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Solid catalysis is crucial to chemical technology. Innumerable chemical reactions are facilitated by this catalytic system and, in this context, nitroalkanes have been demonstrated a great reactivity under solid catalysis, especially in the formation of new carbon-carbon single bond. In fact, aliphatic nitrocompounds are a valuable source of stabilized carbanions since the high electron-withdrawing power of the nitro group provides an outstanding enhancement of the hydrogen acidity at the alpha-position (cf. pK(a) MeNO2 = 10). Nitronate anions, that can be generated from nitroalkanes, using a wide range of bases, act as carbon nucleophiles with common electrophiles such as aldehydes (Nitroaldol-Henry-reaction), and electron-poor alkenes (Michael reaction), leading to carbon-carbon bond formation. In the last few decades several solid catalyses have been efficiently proposed for the employment of the nitroalkanes in the latter reactions. Very often the use of nitroalkanes, combined with solid catalysis, offers the opportunity to perform the reactions more efficiently, with enhanced chemoselectivity, high purity, improved yields and without the use of any solvent

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“…Towards the venture of heterogenization of the nitroaldol reaction, diverse ranges of catalysts/promoters have been investigated. KF/alumina has been shown to be a potential heterogeneous basic surface for conducting nitroaldol reactions under solvent-free and mild condition (scheme 5) [10]. Akuto et al examined nitroaldol reactions of nitroalkanes with a carbonyl compound over a variety of solid base catalysts [11].…”

Section: Condensation Reactions 31 Aldol Condensation and Related Rmentioning

confidence: 99%

Recent Advances in KF/alumina Promoted Organic Reactions

Basu¹,

Das

2008

COC

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Organic reactions promoted on a solid heterogeneous phase attract widespread interest within synthetic chemists from industries and academia. Potassium fluoride impregnated over aluminum oxide (KF/alumina) has been recognized as remarkably useful heterogeneous surface to promote many base-catalyzed organic transformations. The basic sites on KF/alumina may be associated to a very hard anion (F -anion), which possibly augments the surface to be active as a potential base and differentiates from other alkaline earth metal oxides as base catalysts. The source of the basicity has, however, been the subject of some debate in the literature. Besides classical organic reactions, such as alkylation, condensation and elimination reactions, KF/alumina has been successfully utilized as heterogeneous basic surface in several metal-catalyzed coupling reactions. Palladium-catalyzed C-C bond-forming reactions (e.g. Heck, Stille, Suzuki, Trost-Tsuji reactions), C-N bond-forming Buchwald-Hartwig reactions, and C-O bond-forming Baylis-Hillman type reactions have been reported with the aid of KF/alumina as the heterogeneous base. The KF/alumina catalyzed reactions are in many cases carried out without using any solvent, thus providing a clean and "green" reaction set up followed by easy product isolation. The solid surface has also been employed for preparing combinatorial libraries of different small molecules. In many cases, application of microwave irradiation has shown dramatic acceleration of the rate of transformations. This article will review the applications of KF/alumina in various organic reactions focusing on achievements during the period from 2001 to 2005.

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Preparation and oxidation of α-nitro alcohols with supported reagents.

Cited by 83 publications

References 12 publications

MgAl-Layered Double Hydroxide Solid Base Catalysts for Henry Reaction: A Green Protocol

MgAl-Layered Double Hydroxide Solid Base Catalysts for Henry Reaction: A Green Protocol

Synthetic Applications of Nitroalkanes Promoted by Solid Catalysis: Recent Results

Recent Advances in KF/alumina Promoted Organic Reactions

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