86668-24-8

Upstream product

• 100-52-7 benzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 98-86-2 acetophenone 
• 99-90-1 para-bromoacetophenone 
• 1669-60-9 (E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-ol 
• 108-24-7 acetic anhydride 
• 22966-09-2 (2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one 
• 72758-69-1 (E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one 
• 127084-32-6 C₁₅H₁₃BrO 

Downstream Products

• 87639-12-1 1-Bromo-4-[1-((E)-styryl)-but-3-ynyl]-benzene 
• 97337-40-1 3-phenyl-1-(4-bromophenyl)-3-methoxy-1-propene 
• 97337-39-8 1-phenyl-3-(4-bromophenyl)-3-methoxy-1-propene 
• 97337-50-3 3-phenyl-1-(4-bromophenyl)-3-phenoxy-1-propene 
• 97337-49-0 1-phenyl-3-(4-bromophenyl)-3-phenoxy-1-propene 
• 86668-30-6 (E)-1-bromo-4-(3-phenylprop-1-enyl)benzene 
• 86668-29-3 1-Phenyl-3-(4-bromophenyl)-1-propene 

Relevant academic research and scientific papers

A simple and efficient method for the allylation of heteroarenes catalyzed by PdCl2

The PdCl2-catalyzed allylation of heteroarenes is presented. Various heteroarenes including O-, N-, and S-based ones were allylated efficiently with a rich range of allylic acetates in the presence of only 2 mol % of PdCl2, without the need of bases/acids, additives, and external supporting ligands. In addition, the reactions were carried out under mild and simple conditions just by stirring the two reactants and catalyst in CH 2Cl2 at 60 °C. Moreover, the by-product produced was non-toxic acetic acid. Thus, the method presented in this work provides a general, clean, and operationally simple approach for the functionalization of heteroarenes. Finally, a preliminary mechanistic study suggested that the Pd(II) may be reduced in situ by the heteroarenes to Pd(0), which serves as the active metal center to catalyze the following allylations of heteroarenes via a Tsuji-Trost pathway.

Organotin Nucleophiles. 5. Palladium-Catalyzed Allylic Propargylation with Allenylstannane

Allenyltrialkylstannanes were found to react with various allylic acetates in the presence of catalytic amounts of Pd(PPh3)4 under mild neutral conditions, providing a novel approach for obtaining the 1,5-enyne carbon skeleton.The regioselectivity of propargylation depends largely on the electron-withdrawing properties of the substituents at the two ends of the allylic system: substitution occurs at the end of closer proximity to the more electronegative group.Allylic cyanohydrin acetates are substituted at a position α to the cyano group along with formation of a reduced side product.Several mechanistic aspects of these reactions are discussed.