Scope and limitations of the dual-gold-catalysed hydrophenoxylation of alkynes was written by Gomez-Suarez, Adrian;Oonishi, Yoshihiro;Martin, Anthony R.;Nolan, Steven P.. And the article was included in Beilstein Journal of Organic Chemistry in 2016.Application In Synthesis of 1,4-Dimethoxy-2-butyne This article mentions the following:
Due to the synthetic advantages presented by the dual-gold-catalyzed hydrophenoxylation of alkynes RCCR1 (R = Et, Ph, 2-thienyl, etc.; R1 = H, Ph, 2-thienyl, naphth-1-yl, etc.), a thorough study of this reaction was carried out in order to fully define the scope and limitations of the methodol. The protocol tolerates a wide range of functional groups, such as nitriles, ketones, esters, aldehydes, ketals, naphthyls, allyls or polyphenols, in a milder and more efficient manner than the previously reported methodologies. The highly steric hindered phenols XOH (X = 2-naphthyl, 2-HOC6H4, 2H-1,3-benzodioxol-5-yl, etc.) can be used has been identified, small changes on the steric bulk of the alkynes have a dramatic effect on the reactivity. More importantly, the use of substrates that facilitate the formation of diaurated species such as gem-diaurated or σ,π- digold-acetylide species, hinder the catalytic activity has been observed Moreover, the use of directing groups in unsym. alkynes can help to achieve high regioselectivity in the hydrophenoxylation has been identified. In the experiment, the researchers used many compounds, for example, 1,4-Dimethoxy-2-butyne (cas: 16356-02-8Application In Synthesis of 1,4-Dimethoxy-2-butyne).
1,4-Dimethoxy-2-butyne (cas: 16356-02-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Application In Synthesis of 1,4-Dimethoxy-2-butyne
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem