Synthesis of (Z)-organylthioenynes using KF/Al2O3/solvent as recyclable system

Alves, Diego; Sachini, Maraísa; Jacob, Raquel G.; Contreira, Maria Eduarda; Savegnago, Lucielli; Perin, Gelson

doi:10.1016/j.tetlet.2010.11.009

Cited by 29 publications

(13 citation statements)

References 48 publications

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“…53 However, we must note that, for this particular transformation, the use of polyethylene glycol (PEG-400) resulted more advantageous since higher yields at lower temperatures (60 vs. 90 1C) were in general reached. Formation of Z-isomers was preferential in both media and the solvent/ catalyst systems could be reused up to three times with comparable activities and Z-selectivities.…”

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confidence: 98%

Glycerol and derived solvents: new sustainable reaction media for organic synthesis

et al. 2011

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The rapid growth of the biodiesel industry has led to a large surplus of its major byproduct, i.e. glycerol, for which new applications need to be found. Research efforts in this area have focused mainly on the development of processes for converting glycerol into value-added chemicals and its reforming for hydrogen production, but recently, in line with the increasing interest in the use of alternative greener solvents, an innovative way to revalorize glycerol and some of its derivatives has seen the light, i.e. their use as environmentally friendly reaction media for synthetic organic chemistry. The aim of the present Feature Article is to provide a comprehensive overview on the developments reached in this field.

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confidence: 98%

Glycerol and derived solvents: new sustainable reaction media for organic synthesis

et al. 2011

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“…[1][2][3][4][5][6][7][8][9][10][11] Moreover, as the amounts of glycerol being continuously generated by the biodiesel industry are increasing, it is vital that we search for economical uses for glycerol to defray the cost of biodiesel production.…”

Section: Resultsmentioning

confidence: 99%

“…[2][3][4][5][6][7][8][9] Glycerol's renewable origin, beneficial physicochemical properties (Table 1), reusability, and its ability to tolerate nonconventional heating and mixing techniques, such as are used in ultrasound-and microwaveassisted reactions, 10,11 hint at its promise as a sustainable solvent for organic reactions. Furthermore, in many reactions, the presence of glycerol as a solvent improved product yields and selectivities and enabled catalyst recycling.…”

Section: Introductionmentioning

confidence: 99%

Glycerol − glycerol triacetate mixtures as green reaction mediums

et al. 2014

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Three representative organic reactions were performed in various glycerol−triacetin mixtures to tune the polarity of the reaction mixture and thus to increase both the solubility of reactants and the product yields. In all reactions, it was found that reaction performance was affected by the glycerol to triacetin ratio as the solubility of the substrates in the solvent determined product yield. Thereby, employing optimal glycerol to triacetin ratio will result in maximum product yield.Résumé : Trois réactions organiques représentatives ont été réalisées dans différents mélanges réactionnels de glycérol et triacétine afin d'ajuster la polarité de ces mélanges et d'accroître ainsi à la fois la solubilité des réactants et les rendements de produit. Pour toutes ces réactions, il a été constaté que le rendement de réaction était affecté par les proportions de glycérol et de triacétine et que le rendement de produit était déterminé par la solubilité des substrats dans le solvant. Ainsi, l'utilisation de proportions optimales de glycérol et de triacétine permettra d'obtenir un rendement de produit maximum. [Traduit par la Rédaction]

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“…34 Com esse procedimento, foi possível obter os tiobuteninos 21 correspondentes de configuração preferencialmente Z, sendo que em alguns casos foi isolado exclusivamente o (Z)-aduto. Entretanto, quando utilizado o glicerol houve uma competição entre a hidrotiolação e a oxidação do tiol, levando à formação dos tiobuteninos 21 em rendimento mais baixo quando comparado às reações realizadas em PEG-400.…”

Section: Esquema 9 Hidrotiolação De Alquinos Terminaisunclassified

Glycerol as a Solvent in Organic Synthesis

Lenardão

2017

Rev. Virtual Quim.

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Abstract:Glycerol is the main co-product in the biodiesel production. In 2015 were produced 4 million m 3 of biodiesel from Brazilian biomass, which generated more than 300,000 m 3 of glycerol. There are many traditional uses for glycerol in different industrial areas, such as, pharmaceuticals and food, in cosmetics and toiletries. A new and emerging application for glycerol is as a green solvent in organic reactions. In this review are presented and discussed the recent literature on new methodologies developed in Brazil and abroad that involves the use of glycerol as a solvent in organic synthesis.Keywords: Glycerol; green chemistry; solvent; biomass; organic synthesis; sustainability. ResumoO glicerol é o principal co-produto na produção do biodiesel. Em 2015 foram produzidos 4 milhões de m 3 de biodiesel a partir da biomassa brasileira, o que gerou mais de 300.000 m 3 de glicerol. O glicerol é aplicado há décadas em diferentes segmentos industriais, tais como farmacêutico e alimentício, bem como na indústria de cosméticos e higiene pessoal. Uma aplicação nova para o glicerol, que vem crescendo nos últimos anos, é seu uso como um solvente verde em reações orgânicas. Neste artigo de revisão são apresentados e discutidos os trabalhos recentes desenvolvidos no Brasil e no exterior relacionados ao uso do glicerol como solvente em síntese orgânica.

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Synthesis of (Z)-organylthioenynes using KF/Al2O3/solvent as recyclable system

Cited by 29 publications

References 48 publications

Glycerol and derived solvents: new sustainable reaction media for organic synthesis

Glycerol and derived solvents: new sustainable reaction media for organic synthesis

Glycerol − glycerol triacetate mixtures as green reaction mediums

Glycerol as a Solvent in Organic Synthesis

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