157953-18-9

Upstream product

• 2510-49-8 2-iodo-1,3,5-trimethoxybenzene 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 621-23-8 1,2,3-trimethoxybenzene 

Downstream Products

• 54961-01-2 4-(2,4,6-trimethoxyphenyl)-2-methylbut-2-ene 
• 136612-71-0 (2,4,6-Trimethoxyphenyl)acetylene 
• 54961-02-3 2-(3-Hydroxy-3-methylbutyl)-1,3,5-trimethoxybenzol 

Relevant academic research and scientific papers

Synthesis and Electrochemical Properties of 4-Phenyl-1-buten-3-yne-1,1,2-tricarbonitriles and Tricyanoacrylates

The reaction of phenylacetylenes 4a-h copper(I) acetate (5) and TCNE (tetracyanoethylene) in THF/acetonitrile gave 4-phenyl-1-buten-3-yne-1,1,2-tricarbonitriles 6a-h. 4i did not react to give 6i.The phenylacetylenes 4b-i were prepared by a two-step synthesis starting from the corresponding phenyl halides 1b-i.The tricyanoacrylates 8 were synthesised from the corresponding cyanoacetates 7, TCNE and catalytic amounts of pyridine in THF. - Cyclovoltammetric investigations showed that the butenynes 6 and the tricyanoacrylates 8 are strong electron acceptors which can be easily reduced.The radical anions 6.- are unstable in acetonitrile and react irreversibly with 6 to give oligomeric anions 6.-n.Only 4-(2,4,6-trimethoxyphenyl)-1-buten-3-yne-1,1,2-tricarbonitrile (6h) is reduced to a radical anion 6h.- which associates with 6h in a reversible follow-up process to form a dimeric anion 6h2.-.By contrast, the tricyanoacrylates 8 can be reversibly reduced to their respective radical anions and dianions. - Keywords: Cyano compounds, conjugated / Phenylacetylenes / Radical anions / Electrochemistry

REGIOSELECTIVE PRENYLATION OF PHENOLS BY PALLADIUM CATALYST: SYNTHESES OF PRENYLPHENOLS AND CHROMANS

The palladium-catalyzed coupling reaction of iodophenols (1) with 2-methyl-3-butyn-2-ol gave alkynylphenols (2).Catalytic hydrogenation of 2 over Raney nickel and the subsequent dehydration of the resultant alkylphenols (3) gave regioselectively the desired prenylphenols (4).Dehydration of alkylphenols (3f-h) gave chromans (7).