70869-06-6

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 1666-13-3 diphenyl diselenide 
• 41924-21-4 phenyl tributylstannyl selenide 
• 645-96-5 Benzeneselenol 
• 100-52-7 benzaldehyde 
• 108-86-1 bromobenzene 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 103-82-2 phenylacetic acid 
• 5707-04-0 Phenylselenyl chloride 
• 591-50-4 iodobenzene 
• 18255-05-5 benzyl phenyl selenide 

Downstream Products

• 107839-71-4 C₂₂H₂₂Se₂ 
• 145167-98-2 (1R,2S,3S)-3-(Dibenzylamino)-1,4-diphenyl-1-(phenylseleno)-2-butanol 
• 145167-99-3 (1S,2S,3S)-3-(Dibenzylamino)-1,4-diphenyl-1-(phenylseleno)-2-butanol 
• 100-52-7 benzaldehyde 
• 28622-61-9 butyl phenyl selenide 
• 98369-80-3 1,2-diphenyl-2-phenylseleno-ethane-1-ol 
• 107839-58-7 1,2-Diphenyl-2,2-bis-phenylselanyl-ethanol 
• 67808-80-4 1-phenyl-1,1-bis(phenylseleno)ethane 
• 819850-10-7 (S)-1-[1-phenyl-1-(phenylseleno)methyl]-4-phenylcyclohexan-1-ol 
• 819850-11-8 (S)-1-[1-phenyl-1-(phenylseleno)methyl]-4-phenylcyclohexan-1-ol 

Relevant academic research and scientific papers

Regioselective Synthesis of Selenide Ethers through a Decarboxylative Coupling Reaction

An efficient and selective approach to the synthesis of selenide ethers containing one or two geminal C–Se bonds from readily available diselenides and phenylacetic acids was developed. Compounds containing one C–Se bond were prepared by employing air as the oxidant under metal-free conditions, whereas compounds having two geminal C–Se bonds were formed via the iron(III) chloride/oxygen/cesium carbonate (FeCl3/O2/Cs2CO3) system. Moreover, 1,2-diphenyldisulfane also could be smoothly converted into the corresponding sulfur ether product under the standard reaction conditions. (Figure presented.).

Method for synthesizing selenium-containing compound through decarboxylation coupled reaction one-pot method

The invention discloses a method for synthesizing a selenium-containing compound through a decarboxylation coupled reaction one-pot method. The general synthesizing method comprises the following steps that 0.5 mmol of carboxylic acid, 1.5 equivalent amount of selenide, 5% of Cu catalyst, 1.2 equivalent amount of alkali and 10 mL of N-methyl pyrrolidone solvent are added into a 25 ml round-bottom flask, reaction is performed under 90 DEG C for 6 hours, and TLC tracking reaction is performed; after reaction is completed, cooling is performed to reach room temperature, a reactant is poured into 15 mL of water, extraction is performed by using 20-30 mL of ethyl acetate for 3 times, then washing is performed with saturated salt water for one time, finally drying is performed with anhydrous Na2SO4, filtration is performed, pressure reduction is performed to remove the solvent, quick silica gel column chromatography and purification are performed, petroleum ether is used as eluent, and the solvent is dried with the eluent through evaporation to obtain the product. The method is a novel method for synthesizing an organic selenium compound. Specifically, the organic selenium compound containing two or three carbon-selenium bonds is synthesized through the decarboxylation coupled reaction one-pot method, and the preparation method is simple in operation and wide in application prospect and includes few reaction steps, the raw materials are easy to obtain, and the yield is high.

A Transition-Metal-Free and Base-Mediated Carbene Insertion into Sulfur-Sulfur and Selenium-Selenium Bonds: An Easy Access to Thio- and Selenoacetals

A transition-metal-free and base-mediated carbene insertion across sulfur-sulfur and selenium-selenium bonds has been developed by employing N-tosylhydrazone as a stable and safe carbene precursor. The ylide formation from carbene followed by Stevens rearrangement are considered to be the key steps. This thiol and selenol-free protocol delivers thioacetals and selenoacetals in good to excellent yields in short reaction time with good functional group tolerance. A one-pot synthesis involving in situ generation of tosylhydrazone has also been demonstrated. (Figure presented.).

Highly enantioselective reaction of α-selenoorganolithium compounds with chiral bis(oxazoline)s and preparation of enantioenriched benzylidencyclohexanes

The enantioselective reaction of α-seleno carbanions derived from bis(phenylseleno)acetal and bis-(2-pyridylseleno)acetal in the presence of bis(oxazoline)s with various electrophiles gave products with high enantioselectivity. The enantioselective reacti

SYNTHETIC APPLICATION OF SELENOSTANNANES: SELENOALKOXYLATION OF ACETALS

Monoselenoacetals were easily prepared from the corresponding acetals and tributyltin phenyl selenide (n-Bu3SnSePh) by the action of BF3*Et2O in fair to good yields.

Synthesis of Monoselenoacetals Using Diisobutylaluminium Benzeneselenolate

Monoselenoacetals can be synthesized from the reaction of acetals with diisobutylaluminium benzeneselenolate (i-Bu2AlSePh) under mild conditions in good yields.Diselenoacetals are also obtained by traiting acetals with large excess amount of i-Bu2AlSePh.

A NOVEL METHOD FOR THE GEMINAL DIALKYLATION OF THE CARBONYL GROUP OF AROMATIC ALDEHYDES AND KETONES

The title transformation is efficiently achieved by using the selenium methodology which involves the sequential reductive alkylation of arylselenoacetals and of benzylselenides.

METALLATION OF BENZYL SELENIDES AND OF α-ARYL SELENOACETALS. SCOPE AND LIMITATIONS.

α-Metallo benzylselenides and α-metallo selenoacetals derived from aromatic aldehydes have been conveniently prepared by metallation of the corresponding carbon acids.KDA in THF proved among the various basic systems tested, the most efficient.

SYNTHESIS OF SELENOACETALS

This paper reports our results concerning the syntheses of various bis(alkylseleno)alkanes and some of their arylseleno analogues by different methods.The scope and limitation of each of them are presented.