28129-15-9

Upstream product

• 2403-51-2 2-(4-methylphenyl)-1,3-dioxolane 
• 104-87-0 4-methyl-benzaldehyde 
• 107-21-1 ethylene glycol 
• 96-49-1 [1,3]-dioxolan-2-one 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 62856-06-8 4-[2-(4-methylphenyl)ethynyl]benzonitrile 
• 22692-80-4 1-ethyl-4-(p-tolylethynyl)benzene 
• 3287-02-3 4-(phenylethynyl)toluene 
• 2789-88-0 1,2-bis(4-methylphenyl)acetylene 
• 766-97-2 4-n-methylphenylacetylene 
• 2749-93-1 1-methyl-4-(1-propyn-1-yl)benzene 
• 19277-56-6 n-butyl 4-methylbenzoate 
• 589-18-4 4-Methylbenzyl alcohol 
• 99-94-5 p-Toluic acid 

Relevant academic research and scientific papers

Fast Addition of s-Block Organometallic Reagents to CO2-Derived Cyclic Carbonates at Room Temperature, Under Air, and in 2-Methyltetrahydrofuran

Fast addition of highly polar organometallic reagents (RMgX/RLi) to cyclic carbonates (derived from CO2 as a sustainable C1 synthon) has been studied in 2-methyltetrahydrofuran as a green reaction medium or in the absence of external volatile organic solvents, at room temperature, and in the presence of air/moisture. These reaction conditions are generally forbidden with these highly reactive main-group organometallic compounds. The correct stoichiometry and nature of the polar organometallic alkylating or arylating reagent allows straightforward synthesis of: highly substituted tertiary alcohols, β-hydroxy esters, or symmetric ketones, working always under air and at room temperature. Finally, an unprecedented one-pot/two-step hybrid protocol is developed through combination of an Al-catalyzed cycloaddition of CO2 and propylene oxide with the concomitant fast addition of RLi reagents to the in situ and transiently formed cyclic carbonate, thus allowing indirect conversion of CO2 into the desired highly substituted tertiary alcohols without need for isolation or purification of any reaction intermediates.

Electrochemical esterification reaction of alkynes with diols: Via cleavage of carbon-carbon triple bonds without catalyst and oxidant

A novel electrochemical esterification of alkynes for the synthesis of esters was developed in which diols and their derivatives were used as the partners. This method is green as it is catalyst-free, oxidant-free, and additive-free and shows atom-economy. This is the first example of an electrochemical reaction via cleavage of carbon-carbon triple bonds. Meanwhile, this is also the first example of a carbon-carbon triple bond cleavage reaction of alkynes with diols. This journal is

Amberlyst-15 catalysed oxidative esterification of aldehydes using a H2O2 trapped oxidant as a terminal oxidant

A simple and efficient method has been developed for the selective oxidative esterification of aldehydes using commercially available Amberlyst-15 as a catalyst. H2O2 released from a clathrate structured 4Na2SO4·2H2O2·NaCl oxidant serves as an efficient source of terminal oxidants. Various aromatic, heteroaromatic, and aliphatic aldehydes undergo selective esterification to give good to excellent yield. The heterogeneous catalyst, Amberlyst-15, exhibits high reactivity and can be recycled over several runs. The 4Na2SO4·2H2O2·NaCl oxidant was found to be superior to commonly used oxidizing agents providing an anhydrous, easy to handle and stable form of H2O2

Facile and efficient synthesis of hydroxyalkyl esters from cyclic acetals through aerobic photo-oxidation using anthraquinone-2-carboxylic acid

Abstract A convenient metal-free oxidation protocol of various cyclic acetals with molecular oxygen and anthraquinone-2-carboxylic acid under visible light irradiation by a fluorescent lamp afforded their corresponding hydroxyalkyl esters.

Towards a sustainable synthesis of aniline-derived amides using an indirect chemoenzymatic process: Challenges and successes

A general, catalytic and sustainable synthesis of amides has been targeted which utilises a chemoenzymatic step to generate an activated amide coupling partner in situ. A screen of a series of known activating agents was performed and the successful agents taken forward to determine their utility in such a one-pot enzyme-catalysed process. In these studies, a new chemoselective reagent ((isopropylideneamino) 2-phenylacetate) has been identified, which demonstrates excellent selectivity for the acylation of primary anilines over secondary anilines, unlike the more conventional acid chloride equivalent, which is unselective. The development of a chemoenzymatic synthesis of 2-hydroxyethyl benzoates (ethylene glycol mono-benzoate esters) has also been achieved.

Efficient and simple approaches towards direct oxidative esterification of alcohols

The present article describes novel oxidative protocols for direct esterification of alcohols. The protocols involve successful demonstrations of both "cross" and "self" esterification of a wide variety of alcohols. The cross-esterification proceeds under a simple transition-metal-free condition, containing catalytic amounts of TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy)/TBAB (tetra-n-butylammonium bromide) in combination with oxone (potassium peroxo monosulfate) as the oxidant, whereas the self-esterification is achieved through simple induction of Fe(OAc)2/dipic (dipic=2,6-pyridinedicarboxylic acid) as the active catalyst under an identical oxidizing environment. One-pot oxidative esterification: A wide variety of alcohols undergo transition-metal-free (in the presence of oxone/2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO)/tetra-n-butylammonium bromide (TBAB)) selective "cross" esterification in moderate to excellent yields (see Figure). The "self" esterification process has however been achieved in the presence of Fe(OAc)2/2,6-pyridinedicarboxylic acid (dipic) as the active catalytic species under a similar oxidizing environment.

Transition metal-free oxidative esterification of benzylic alcohols in aqueous medium

Oxidative esterification of benzylic alcohols with a catalytic amount of HBr-H2O2 in aqueous medium under mild conditions is reported with a wide range of substrate scope for both benzylic and aliphatic alcohols. The conditions are also suitable for selective mono-esterification of ethylene glycol and glycerol. With catalytic amounts of HBr (20 mol%) and H2O2, the generation of reactive intermediate species BrOH has been ascertained by UV-visible spectra.

Rate-acceleration in gold-nanocluster-catalyzed aerobic oxidative esterification using 1,2- and 1,3-diols and their derivatives

Aerobic oxidation of aldehydes to 1,2- and 1,3-diol monoesters was catalyzed by polymer-incarcerated gold nanoclusters under ambient conditions. The esterification proceeded much faster with 1,2- and 1,3-diols and their derivatives rather than with methanol. Magnum PI: Gold-nanocluster catalysts, PI-Au, that were immobilized on polystyrene-based polymers with cross-linking moieties, were used to catalyze the syntheses of 1,2 and 1,3-diol monoesters and their derivatives from aldehydes. The effect of neighboring-group participation in the esterification reaction is also described. Copyright

Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water

The combination of (diacetoxy)iodobenzene (PhI(OAc)2, DIB) and lithium bromide (LiBr) efficiently oxidized cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters in good to excellent yields. The merits of this reaction are that it employs commercially available and non-explosive hypervalent iodine(III) reagent, water as the solvent, a short reaction time, and mild reaction conditions.

Esterification of aldehydes and alcohols with pyridinium hydrobromide perbromide in water

The direct esterification of aldehydes and alcohols was carried out with pyridinium hydrobromide perbromide in water at room temperature. A variety of aldehydes were converted to respective ester derivatives with alcohols such as methanol, 1,2-ethanediol, 1,3-propanediol. Further, a variety of aliphatic alcohols were also converted to the corresponding Tishchenko-like dimeric esters in good yields under the same reaction conditions.