146604-63-9

Upstream product

• 83977-12-2 2-((E)-Styryl)-[1,3]dioxolane 
• 591-50-4 iodobenzene 
• 818-61-1 2-hydroxyethyl acrylate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 107-21-1 ethylene glycol 
• 621-82-9 Cinnamic acid 
• 83977-12-2 2-[(E)-2-phenylethenyl]-1,3-dioxolane 
• 63073-96-1 potassium cinnamate 
• 107-07-3 2-chloro-ethanol 
• 4360-66-1 2-(bromomethylidene)-1,3-dioxolane 
• 100-52-7 benzaldehyde 
• 4406-72-8 2-phenyl[1,3,2]dioxaborolane 
• 149794-30-9 (2E-3-phenyl-prop-2-enonyl)-phosphonic acid dimethyl ester 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 1353586-32-9 C₁₈H₁₄N₂O₄S 

Relevant academic research and scientific papers

Rhutenium-Catalyzed Oxidation of Cyclic Acetals with tert-Butyl Hydroperoxide. A Facile Synthesis of Glycol Monoesters

The ruthenium-catalyzed oxidation of cyclic acetals with tert-butyl hydroperoxide under mild conditions gives the corresponding glycol monoesters efficiently.The present oxidation reaction provides a useful method for the synthesis of glycol monoesters from 1-alkenes by combination with palladium-catalyzed acetalization of 1-alkenes.

Catalytic removal of tert-butyldimethylsilyl (TBS) ether by PVP-I

A mild, efficient and rapid protocol the deprotection of alcoholic TBDMS ethers using PVP-1 as catalyst in methanol, the procedure of deprotection of various TBDMS ethers were found to be very convenient, easy work-up, high yielding.

Palladium on Carbon-Catalyzed Chemoselective Oxygen Oxidation of Aromatic Acetals

The development of an unprecedented chemoselective transformation has contributed to forming a novel synthetic process for target molecules. Chemoselective oxidation of aromatic acetals has been accomplished using a reusable palladium on carbon catalyst under atmospheric oxygen conditions to form ester derivatives with tolerance of aliphatic acetals and ketals.

Phenyldioxaborolane promoted synthesis of bisphosphine compounds

Bisphosphine compounds have a wide range of applications. In this paper, we reported that bisphosphine compounds could be prepared in moderate to good yields from dialkyl acylphosphonates under mild conditions in the presence of phenyldioxaborolane and potassium hydroxide via a C-P bond cleavage and a subsequent 1,2-migration of phosphoryl group.

Interfacially cross-linked reverse micelles as soluble support for palladium nanoparticle catalysts

Reverse micelles (RM) were formed in heptane/CHCl3 with a surfactant carrying the triallylammonium (=triprop-2-en-1-ylammonium) head group (Scheme). Photo-cross-linking with dithiothreitol (=rel-(2R,3R)-1,4- dimercaptobutane-2,3-diol; DTT) captured the RMs and afforded organic, soluble nanoparticles in a one-step reaction. Similar to dendrimers, the cross-linked reverse micelles could encapsulate palladium nanoparticles within their hydrophilic cores and protect them in catalytic reactions. Good to excellent yields were obtained in the Heck coupling of a range of alkyl acrylates (=alkyl prop-2-enoates) and iodobenzenes (Tables 1 and 2). The catalytic activity of the palladium nanoparticles was maintained in several repeated runs.

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

Single step green process for the preparation of substituted cinnamic esters with trans-selectivity

The invention provides a green process for direct oxidation of a large number of substituted or unsubstituted cinnamaldehydes or cinnamyl alcohols into the corresponding alkyl or aryl cinnamates in one step. The process of the present invention is a convenient and efficient green process for the preparation of various aryl or alkyl cinnamates under conventional, microwave and ultrasound directly from cinnamaldehydes or cinnamyl alcohols in the presence of an oxidizing agent, catalyst and an alcohol, with or without an organic solvent. These esters are immensely important compounds in flavor, perfumery and pharmaceutical industries. There are several prior arts available for the preparation of cinnamic esters, but all of them suffer from deficiencies such as use of expensive reagents and catalysts, harsh reaction conditions, use of toxic chemicals and others. In contrast, the present methodology is extremely simple and involves reaction of the substrate with an oxidizing agent mixed with a homogeneous or heterogeneous catalyst and an alcohol with or without organic solvent by stirring at room temperature or refluxing or under microwave or ultrasound irradiation to get the requisite products.

An efficient chemoselective strategy for the preparation of (E)-cinnamic esters from cinnamaldehydes using heterogeneous catalyst and DDQ

An efficient chemoselective protocol is developed for the synthesis of (E)-cinnamic esters from substituted cinnamaldehydes or cinnamyl alcohols using a combination of DDQ and heterogeneous catalyst under microwave irradiation. The method showed remarkable selectivity for cinnamaldehydes over aliphatic and aromatic aldehydes, which is a novel finding. The results demonstrate that the developed protocol can be a useful synthetic tool for chemoselective esterification in total synthesis of complex organic compounds.

Oxidative ring cleavage of cyclic acetals with hypervalent tert-butylperoxy-λ3-iodanes

(matrix presented) Exposure of cyclic acetals to 1-tert-butylperoxy-1,2-benziodoxol-3(1H)-one in the presence of tert-butyl hydroperoxide and potassium carbonate in benzene at room temperature results in oxidative ring cleavage to glycol monoesters via intermediate tert-butylperoxy ortho esters.

2,2-Di(ethoxy)vinyllithium: Reactions with carbonyl compounds

2,2-Di(ethoxy)vinyllithium 2 generated from bromo ketene acetal 1 reacts with carbonyl compounds to give either β-hydroxy esters 5 or conjugated esters 6 or hydroxy ketene acetals 7 according to the work up.