501072-65-7

Upstream product

• 623-27-8 terephthalaldehyde, 
• 1066-54-2 trimethylsilylacetylene 
• 54655-07-1 lithium trimethylsilylacetylenide 

Downstream Products

• 1168152-97-3 ethyl 4-(4-(4-(ethoxycarbonyl)-5-methyl-1-phenyl-2-((trimethylsilyl)methyl)-1H-pyrrol-3-yl)phenyl)-2-methyl-1-phenyl-5-((trimethylsilyl)methyl)-1H-pyrrole-3-carboxylate 
• 1361960-14-6 1,4-bis(3-mesitylpropa-1,2-dienyl)benzene 
• 54301-05-2 1,4-di(1-hydroxyprop-2-yn-1-yl)benzene 
• 1307886-15-2 1,1'-(1,4-phenylene)bis(5-methylhex-5-en-2-yn-1-ol) 
• 501072-66-8 1,4-bis(1-dibromomethylene-3-trimethylsilylprop-2-ynyl)benzene 
• 501072-67-9 1,4-bis(4-trimethylsilyl-1,3-butadiynyl)benzene 
• 37176-69-5 3-trimethylsilyl-1-[4-(3-trimethylsilylpropynoyl)phenyl]propynone 

Relevant academic research and scientific papers

Gold-Catalyzed Dehydrogenative Cycloisomerization of 1,4-Enyne Esters to 3,5-Disubstituted Phenol Derivatives

A method to prepare synthetically important 3,5-disubstituted phenol derivatives that relies on the sequential gold(I)-catalyzed dehydrogenative cycloisomerization of 1,4-enyne esters in the presence of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) or N-fluorobenzenesulfonimide (NFSI) is described. The synthetic versatility of the methodology was exemplified by a gram-scale reaction of one example, the ease to realize subsequent functional transformations of an adduct, and the application of the method to the synthesis of the bioactive molecule LUF5771. (Figure presented.).

Silver(I)-Catalyzed Addition of Phenols to Alkyne Cobalt Cluster Stabilized Carbocations

A smooth catalytic method to use phenols as the nucleophilic partner in the Nicholas reaction has been developed. The method uses either AgIor AuIcatalysts with AgClO4or AgBF4as the most efficient catalysts tested. Neither additional additives nor cocatalysts were required and the formation of the corresponding phenol adducts occurred in excellent yields. The process has the single limitation of the inability of less nucleophilic phenols (4-nitrophenol) to generate the corresponding adducts. Additionally, the reaction is highly diastereoselective. DFT calculations allow a catalytic cycle to be proposed that involves trimetallic intermediates; the rate-determining step of the reaction is hydroxy-group elimination in a cobalt–silver trimetallic intermediate.

Synthesis of allenes via gold-catalyzed intermolecular reaction of propargylic alcohols and aromatic compounds

Functionalized allenes are efficiently synthesized in moderate to high yield from gold-catalyzed intermolecular reaction of propargylic alcohols and aromatic compounds. The user-friendly process could be conducted under mild reaction conditions with easily accessible starting materials.

Synthesis of unsymmetrically substituted 1,3-butadiynes and 1,3,5-hexatriynes via alkylidene carbenoid rearrangements

Unsymmetrically substituted 1,3-butadiynes and 1,3,5-hexatriynes are synthesized in four steps from commercially available aldehydes or carboxylic acids. The key step in this process involves a Fritsch-Buttenberg-Wiechell rearrangement, in which an alkylidene carbenoid intermediate subsequently rearranges to the desired polyyne. This rearrangement proceeds under mild conditions, and it is tolerant of a range of functionalities. In general, the procedurally facile formation of the dibromoolefinic precursors, in combination with the effectiveness of the rearrangement step, makes this procedure an attractive alternative to traditional methods for di- and triyne synthesis that utilize palladium or copper catalysis.