72033-84-2

Upstream product

• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 13540-76-6 3-(4-methoxyphenyl)prop-1-yne 
• 2746-25-0 p-Methoxybenzyl bromide 
• 768-60-5 4-methoxyphenylacetylen 
• 1963-36-6 4-methoxycinnamaldehyde 
• 1530-38-7 ((4-methoxyphenyl)methyl)triphenylphosphonium bromide 

Downstream Products

• 32507-39-4 (E)-1-(buta-1,3-diene-1-yl)-4-methoxybenzene 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant academic research and scientific papers

Copper-Catalyzed Formal Dehydration Polymerization of Propargylic Alcohols via Cumulene Intermediates

Here we report a copper-catalyzed formal dehydration polymerization of propargylic alcohols. Copper catalysis allows for efficient in situ generation of [n]cumulenes (n = 3, 5) by a soft deprotonation/β-elimination pathway and subsequent polymerization via organocopper species. Alkyne polymers (Mn up to 36.2 kg/mol) were produced with high efficiency (up to 95% yield) and excellent functional group tolerance. One-pot synthesis of semiconducting head-to-head poly(phenylacetylene) was demonstrated through a polymerization-isomerization sequence.

Sequential Transformation of Terminal Alkynes to 1,3-Dienes by a Cooperative Cobalt Pyridonate Catalyst

We describe the cobalt(II) catalyst 1 bearing a phosphinopyridonate ligand for sequential transformation of aryl terminal alkynes to (E,Z)-1,3-dienes with excellent stereoselectivity. By cooperative metal-ligand reactivity, 1 reacts readily with the termi

Iron(III)/O2-Mediated Regioselective Oxidative Cleavage of 1-Arylbutadienes to Cinnamaldehydes

A simple, efficient, and environmentally benevolent regioselective oxidative cleavage of 1-arylbutadienes to cinnamaldehydes mediated by iron(III) sulfate/O2 has been developed. The reaction offered good yields and excellent regioselectivity and showed good functional group tolerance (31 examples). The method is important, as few reports with limited substrate scope are available for such excellent oxidative cleavage of conjugated dienes.

Palladium-catalyzed carbene insertion and trapping with carbon nucleophiles

Palladium catalysts are shown to catalyze the three-component coupling of vinyl halides, trimethylsilyldiazomethane. and stabilized carbon nucleophiles. The reaction is believed to proceed through a palladium-carbene intermediate LX(R)Pd=CHSiMe3 that undergoes migration of the vinyl substituent to the electrophilic carbene center to generate an ν3-allylpalladium intermediate. The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product.

REDUCTIVE DIMERIZATION OF VINYL HALIDES IN AN Ni/Pb/Al THREE METAL REDOX SYSTEM. A FACILE ACCESS TO TERPHENYL DERIVATIVES

A novel three metal redox system, NiCl2(bpy)/PbBr2/Al, is found to be potent in the reductive coupling of vinyl halides, affording 1,4-biaryl-1,3-butadienes, precursors of terphenyl derivatives.