250358-84-0

Upstream product

• 131692-90-5 (Z)-3-iodo-3-phenylprop-2-en-1-ol 
• 1066-54-2 trimethylsilylacetylene 
• 314734-23-1 (Z)-3-Phenyl-5-(trimethylsilyl)pent-2-en-4-in-1-ol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 536-74-3 phenylacetylene 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 

Downstream Products

• 50552-26-6 2-methyl-3-phenylfuran 
• 314734-24-2 (2E)-3-Phenyl-2,4-pentadien-1-ol 
• 1001653-78-6 2-(2,6-dimethyl-2-vinyl-hept-5-enyl)-3-phenyl-furan 
• 1001653-80-0 3-phenyl-2-(1-vinyl-cyclohexylmethyl)-furan 
• 1001653-43-5 [(Z)-3-(2-cyclohexylidene-ethyloxy)-1-ethynylpropenyl]benzene 
• 1001653-41-3 [(Z)-3-((E)-3,7-dimethyl-octa-2,6-dienyloxy)-1-ethynyl-propenyl]benzene 
• 947527-36-8 4-methyl-N-((Z)-3-phenyl-pent-2-en-4-ynyl)-benzenesulfonamide 

Relevant academic research and scientific papers

Gold(l)-catalyzed formation of furans by a Claisen type rearrangement of ynenyl allyl ethers

A series of ynenyl allyl ethers were rearranged into polysubstituted furans in the presence of a gold(I) catalyst. It is proposed that the transformation involves a Claisen-type rearrangement that allows the efficient creation of quaternary centers under mild experimental conditions.

Synthesis of functionalized furans via gold(I)-catalyzed Claisen-type rearrangement

(Chemical Equation Presented) Gold(I)-catalyzed cyclization of pentenynyl allyl ethers allows the rapid construction of functionalized furans. The concerted oxy-Claisen-type mechanism induces a complete selectivity of the process and allows the easy forma

8-Phenyl-10,10a-dihydropyrido[1,2-a]azepines by 1,7-electrocyclization of conjugated pyridinium ylides - rationalization of the periselectivity

Base treatment of the pyridinium bromides 11a-e gives rise to the formation of the dihydropyridoazepines 14a-e as the only monomolecular products. The reaction takes place by initial deprotonation to the ylides 12, which undergo 8π-electrocyclization affording the seven-membered-ring systems; no products of a dipolar 6π-cyclization were detected. On the basis of quantum mechanical calculations a rationalization of the periselectivity of the electrocyclization process is given.

A general and facile synthesis of substituted furans by palladium- catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols

A general and facile synthesis of furans, based on Pd(II)-catalyzed cycloisomerization of (Z)-2-en-4-yn-1-ols, is described. Cycloisomerization reactions are carried out at 25-100 °C in the presence of a very simple catalytic system, consisting of K2PdI4, under essentially neutral conditions. This new methodology is very versatile and can be applied to the synthesis of a variety of substituted furans, including particularly fragile, naturally occurring furans such as rosefuran. Efficient synthetic approaches for the regioselective synthesis of suitably substituted (Z)-2-en-4-yn-1-ols have been developed.