50428-57-4

Upstream product

• 2579-22-8 Phenylpropargyl aldehyde 
• 108-24-7 acetic anhydride 
• 536-74-3 phenylacetylene 
• 6738-06-3 phenylethynylmagnesium bromide 
• 15814-32-1 1,5-diphenylpenta-1,4-diyn-3-ol 
• 75-36-5 acetyl chloride 

Downstream Products

• 50428-68-7 (1E,4E)-1-(3,4-Dimethyl-phenylamino)-1,5-diphenyl-penta-1,4-dien-3-one 
• 50428-71-2 1,5-Diphenyl-2-(p-tolylthio)-1,4-pentadien-3-on 

Relevant academic research and scientific papers

Construction of 3-Sulfonyl Naphthalenes via Tandem Reaction of 1,4-Diyn-3-yl Esters with Sodium Sulfinates

Polysubstituted 3-sulfonyl naphthalenes were constructed in good to high yields by AlCl3-mediated tandem reaction of 1,4-diyn-3-yl esters and sodium sulfinates. This reaction proceeded under mild reaction conditions and tolerated a variety of functional groups. Moreover, the mechanistic studies indicated that the initial formation of allene under DBU from 1,4-diyn-3-yl ester and a sequence of nucleophilic addition of sodium sulfinate, the formation of allene, and intramolecular cyclization might be involved.

Highly efficient synthesis of allenes from trimethylaluminum reagent and propargyl acetates mediated by a palladium catalyst

A series of propargyl acetates were prepared and used as propargyl electrophiles for coupling reactions with trimethylaluminum. The simple catalytic system of palladium(II) acetate (1 mol-%) and tri(o-tolyl)phosphine (2 mol-%) worked efficiently for a wide variety of aromatic and aliphatic propargyl acetates, producing the substituted allenes in good to excellent yields of up to 94% in tetrahydrofuran. The process was simple and easily performed, and it provides an efficient method for the synthesis of substituted allene derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.