77078-54-7

Upstream product

• 77078-51-4 S-methyl 3-phenylpropanethioate 
• 28048-94-4 2-methylpropyl 3-phenypropionate 
• 645-45-4 hydrocinnamic acid chloride 
• 501-52-0 3-Phenylpropionic acid 
• 119541-41-2 3-Phenyl-N-pyridin-3-yl-thiopropionimidic acid pyridin-2-yl ester 
• 119520-57-9 N-(4-nitrophenyl)-3-phenylpropionamide 
• 119520-49-9 3-phenyl-N-(pyridin-3-yl)propanamide 

Downstream Products

• 119520-61-5 3-phenylpropanoic dithioperoxyanhydride 
• 100121-53-7 S-allyl 3-phenylpropanethioate 
• 3271-81-6 hydrocinnamanilide 

Relevant academic research and scientific papers

Atmospheric Oxygen Mediated Radical Hydrothiolation of Alkenes

A mild, metal-free, atmospheric oxygen-mediated radical hydrothiolation of alkenes (and alkyne) is reported. A variety of sulfur containing motifs including alkanethiols, thiophenols and thioacids undergo an atmospheric oxygen-mediated radical hydrothiolation reaction with a plethora of alkenes in good yield with excellent functional group compatibility, typically with short reaction times to furnish a range of functionalized products. Biomolecules proved tolerant to the conditions and the procedure is robust and easily executable requiring no specialized equipment. Concise mechanistic studies confirm the process proceeds through radical intermediates in a thiol-ene reaction manifold. The methodology offers an efficient “green” approach for thiol-ene mediated “click” ligation and a milder alternative to thermally initiated hydrothiolation processes.

THE INVENTION OF RADICAL REACTIONS PART XVIII. A CONVENIENT SOLUTION TO THE 1-CARBON PROBLEM (R-CO2H --> R-13CO2H)

Radicals generated by photolysis (W light) of esters derived from N-hydroxy-2-thiopyridone react with electrophilic isocyanides 2a and (in the presence of trifluoroacetic acid) 2b to give adducts of type 3.Convenient reaction procedures have been worked out to hydrolyse the adducts to amides of type 5, from which the original acid can be regenerated under mild conditions.The three important acids oleic, linoleic and arachidonic have all given smooth reactions.In suitable examples, quantitative evolution of carbon dioxide and incorporation of 13C without dilution have been demonstrated.This reaction sequence will be useful for the labelling in the carboxyl group of prostaglandins, leukotrienes, and the side chain carboxyls of peptides.

Conversion of Carbon-Sulfur Linkages into Carbon-Silicon Ones via Reductive Silylation. Preparation of Silyl Enol Ethers of Acyltrimethylsilanes

Reductive cleavage of carbon-sulfur linkages of silyl enol ethers of thiocarboxylic S-esters can be induced by treatment with sodium or potassium-sodium alloy in the presence of chlorotrimethylsilane, and the corresponding silyl enol ethers of acyltrimethylsilanes can be prepared in high yields.