83759-73-3

Upstream product

• 119-61-9 benzophenone 
• 61501-32-4 tert-butyl bis(trimethylsilyl)acetate 
• 86302-43-4 (tert-Butoxycarbonylmethylene)triphenylphosphorane 
• 107-59-5 tert-Butyl chloroacetate 
• 3128-85-6 diphenylmethyl isocyanide 
• 540-88-5 acetic acid tert-butyl ester 
• 591-50-4 iodobenzene 
• 1663-39-4 tert-Butyl acrylate 
• 108-86-1 bromobenzene 
• 120823-65-6 t-butyl (tri-n-butylstannyl)(trimethylgermyl)acetate 

Relevant academic research and scientific papers

Organocatalytic deprotonative functionalization of C(sp2)-H and C(sp3)-H bonds using in situ generated onium amide bases

Onium amides, generated in situ from the combination of aminosilanes and onium fluorides (R4PF, R4NF), are employed for the first time as bases for catalytic deprotonative functionalization of C(sp 2)-H and activated C(sp

Microwave-assisted copper-catalyzed heck reaction in PEG solvent

A catalytic system made of a copper salt, potassium carbonate and PEG 3400 was developed to perform a Heck arylation under microwave activation. Copper iodide gave the best results in a short reaction time (30 min) and various substituted tert-butyl cinna

Mono- and β,β-double-heck reactions of α,β-unsaturated carbonyl compounds in aqueous media

Optimized reaction conditions for the mono- and β,β-diarylation of electron-deficient alkenes in aqueous media catalyzed either by a p-hydroxyacetophenone oxime-derived palladacycle or by palladium(II) acetate under phosphine-free conditions and in the presence of (dicyclohexyl)- methylamine as base are described. Regioselective monoarylation of unsubstituted and substituted α,β-unsaturated carbonyl compounds takes place with aryl iodides at 120 °C in water. Aqueous N,N-dimethylacetamide (DMA), tetra-n-butylammonium bromide (TBAB) as additive, and the palladacycle as catalyst are the most efficient conditions for the coupling with aryl bromides, good stereoselectivities being also obtained in the arylation of crotonates and itaconates, whereas cinnamic derivatives afford lower steroselectivity, with the exception of cinnamic acid and nitrile. β,β-Diarylation of unsubstituted α,β-unsaturated carbonyl compounds can be controlled by using higher loading of the palladacycle and can be performed in refluxing water for aryl iodides, whereas DMA must be used for aryl bromides. Microwave irradiation can be used in the monoarylation of tertbutyl acrylate with aryl iodides in water or the coupling between ethyl cinnamate and aryl bromides in aqueous DMA.

Controlled mono and double Heck reactions in water catalyzed by an oxime-derived palladacycle

The mono and β,β-diarylation of α,β-unsaturated carbonyl compounds with electron-deficient and electron-rich aromatic iodides in water is described. These reactions are catalyzed by the p- hydroxyacetophenone oxime-derived palladacycle 1 by controlling the stoichiometry of the aryl iodide and the alkene as well as the loading of the palladium catalyst. This one-pot protocol is performed in refluxing water and (dicyclohexyl)methylamine as base under thermal or microwave conditions and in the absence of an inert atmosphere.

A New Version of the Peterson Olefination Using Bis(trimethylsilyl)methyl Derivatives and Fluoride Ion as Catalyst

Reaction between a variety of bis(trimethylsilyl)methyl derivatives and carbonyl compounds under fluoride ion as catalyst is described.The reaction works especially well with nonenolizable carbonyl compounds to give the expected alkenes in high yields and, in some cases, with high stereoselectivity.Application of this methodology to an intramolecular alkenation providing a tricyclic benzocarbacephem ring system is also described.

Reactions of t-butyl (trialkylstannyl)(trimethylgermyl)acetates and application of their anions to the Peterson-type reaction

Three t-butyl (trialkylstannyl)(trimethylgermyl)acetates were synthesized and subjected to the Peterson-type reaction with carbonyl compounds. t-Butyl 2-(trimethylgermyl)-2-alkenoates were obtained as the main products from (tri-n-butyl-stannyl)-2-alkenoates and 2-alkenoates as minor products.

THE APPLICATION OF HIGH PRESSURE TO SOME DIFFICULT WITTIG REACTIONS

Wittig reactions, previously shown to be favourably accelerated under pressure have been carried out between the stabilized ylides carboethoxymethylenetriphenylphosphorane and carboethoxyethylidinetriphenylphosphorane with a variety of ketones at 9-10 kbar pressure.Succesful formation of tri- and tetra-substituted ethylenes are reported.

β-Elimination of the Isonitrile Group in Alkylation Reactions of C-H Acids Activated by the Isonitrile Function

During phase-transfer alkylation of the isonitriles R1R2CHNC with X-CH2-Y, where X is a leaving group and Y an electron withdrawing group, some of the alkylation products undergo β-elimination of the isonitrile function to yield R1R2C=CHY.