[Au]/[Pd] Multicatalytic Processes: Direct One-Pot Access to Benzo[c]chromenes and Benzo[b]furans was written by Oonishi, Yoshihiro;Gomez-Suarez, Adrian;Martin, Anthony R.;Makida, Yusuke;Slawin, Alexandra M. Z.;Nolan, Steven P.. And the article was included in Chemistry – A European Journal in 2014.Name: 1,4-Dimethoxy-2-butyne This article mentions the following:
A new synthetic protocol that combines the advantages offered by an ecofriendly solvent-free reaction (green chem. method) and sequential transformations is reported. This strategy offers straightforward access to benzo[c]chromenes and benzo[b]furans from com. available starting materials. This two-step, one-pot strategy consists of an Au-catalyzed hydrophenoxylation process followed by Pd-catalyzed C-H activation or Mizoroki-Heck reactions. The selectivity of the process towards carbon-hydrogen bond (C-H bond) activation or Mizoroki-Heck reaction can be easily tuned. Under optimized conditions bis[1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene]-μ-hydroxydi[gold(1+)] tetrafluoroborate(1-) was used as a catalyst in addition to palladium(II) acetate and 1,3-bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride. Other palladium compounds included [1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[(1,2,3-η)-(2E)-3-phenyl-2-propen-1-yl]palladium, bis(acetato-κO)aqua[1,3-bis[2,6-bis(1-methylethyl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene]palladium. Starting materials included 1,1′-(1,2-ethynediyl)bis[benzene] (diphenylacetylene) derivatives, 4-octyne, 2-chloro-4-fluorophenol (halophenol), 2,6-dimethylphenol and similar compounds Vinyl ether intermediates included 2-[[(1Z)-1,2-diphenylethenyl]oxy]-1,3-dimethylbenzene, [[(1Z)-1-propyl-1-penten-1-yl]oxy]benzene. The title compounds thus formed included [(phenyl)methylene]dibenzo[b,d]pyran derivatives [i.e., benzo[c]chromenes derivatives] and benzofuran derivatives In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Name: 1,4-Dimethoxy-2-butyne).
1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Name: 1,4-Dimethoxy-2-butyne
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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem