202391-34-2

Upstream product

• 696-62-8 para-iodoanisole 
• 202391-30-8 3,3-diethoxy-1-(o-tetrahydropyranyloxy)phenyl-1-propyne 
• 10160-87-9 Propiolaldehyde diethyl acetal 
• 196106-22-6 2-iodo-1-(1-tetrahydro-2H-pyranyloxy)benzene 

Downstream Products

• 202391-37-5 3-(p-methoxyphenyl)-3-chromen-2-ol 
• 202391-36-4 (Z)-2-(p-methoxyphenyl)-3-(o-tetrahydropyranyloxyphenyl)-2-propenal 
• 23000-33-1 3-(4-methoxyphenyl)coumarin 

Relevant academic research and scientific papers

Stereo- and regioselective palladium-catalysed hydroarylation and hydrovinylation of functionalised alkynes: A route to substituted Z-2-cinnamyl esters, 3-chromen-2-ols, and coumarins

The palladium-catalysed hydroarylation and hydrovinylation of methyl 3-phenylpropynoate and 3,3-diethoxy-1-(o-tetrahydropyranyloxy)phenyl-1-propyne with aryl and vinyl halides or inflates in the presence of Pd(OAc)2 and KOOCH has been studied. The reaction affords stereoselectively syn addition products. The regiochemical outcome appears to be controlled by steric effects and the new carbon-carbon bond is generated preferentially on the carbon far from the aromatic ring ligated to the acetylenic carbon. The reaction can be applied to the synthesis of 3-substituted-3-chromen-2-ols and 3-substituted coumarins.