42519-72-2

Upstream product

• 946493-37-4 ((2-(bromomethyl)cyclohex-1-en-1-yl)ethynyl)trimethylsilane 

Downstream Products

• 1187458-69-0 2-((E)-3,7-dimethyl-octa-2,6-dienyl)-2-(2-ethynyl-cyclohex-1-enylmethyl)-malonic acid dimethyl ester 
• 1187458-50-9 2-(2-ethynyl-cyclohex-1-enylmethyl)-2-(2-methyl-allyl)-malonic acid dimethyl ester 
• 1194060-03-1 dimethyl 2-((2-ethynylcyclohex-1-enyl)methyl)-2-(pent-4-ynyl)malonate 
• 1194060-05-3 dimethyl 2-(but-3-ynyl)-2-((2-ethynylcyclohex-1-enyl)methyl)malonate 
• 1194059-93-2 dimethyl 2,2-bis((2-ethynylcyclohex-1-enyl)methyl)malonate 

Relevant academic research and scientific papers

An unusual access to medium sized cycloalkynes by a new goId(I)-catalysed cycloisomerisation of diynes

A study was conducted to demonstrate efficient cycloisomerization of a series of 1,9- and 1,10-diynes into medium sized cycloalkynes by a gold-catalyzed alkyne-alkyne coupling. The reaction was performed using 4 mol% of gold complex in CD2Cl2 at room temperature and was monitored by using 1H NMR spectroscopy. The reaction of analogous diyne substrate was more rapid and a complete conversion was observed after 40 hours at room temperature. The cycloalkyne was isolated as a solid in 95% yield from which single crystals suitable for X-ray crystal structure determination was obtained. A rapid screening of catalysts and experimental conditions was undertaken to optimize the formation of cycloalkyne. A mechanistic proposal was also introduced for the cycloisomerization of diynes into cycloalkynes on the basis of the experimental observations.