On September 27, 2019, Devleshova, Natalia A.; Lozovskiy, Stanislav V.; Vasilyev, Aleksander V. published an article.Recommanded Product: 1-Fluoro-2-methoxybenzene The title of the article was Reactions of alkyl 4-hydroxybut-2-ynoates with arenes under superelectrophilic activation with triflic acid or HUSY zeolite: Alternative propargylation or allenylation of arenes, and synthesis of furan-2-ones. And the article contained the following:
Reactions of alkyl 4-aryl(or 4,4-diaryl)-4-hydroxybut-2-ynoates [Ar(H or Ar’)(OH)C4-C3≡C2-CO2Alk], (Ar = Ar’ = Ph, 4-MeC6H4, 4-MeOC6H4, 4-BrC6H4, etc.; Alk = Me, Et) with arenes under the action of triflic acid TfOH or HUSY zeolite result in the formation of two main compounds, aryl substituted furan-2-ones I (Ar1 = Ar2 = Ph, 4-MeC6H4, 4-MeOC6H4, 4-BrC6H4, etc.; Ar3 = 2,5-di-MeC6H3, 3,4-di-MeC6H3, 3-F,4-MeC6H3, etc.) or products of propargylation II (Ar1 = Ph, 4-MeC6H4, 4-MeOC6H4, 4-BrC6H4, etc.; Ar3 = 2,5-di-MeC6H3, 3,4-di-MeC6H3, 3-F,4-MeC6H3, etc.; Alk = Me, Et) of electron rich arenes. Key reactive intermediates in these transformations are the corresponding O,O-diprotonated forms of starting butynoates, Ar(H or Ar’)(+OH2)C4-C3≡C2-C(=O+H)(OAlk), dehydration of which gives rise to mesomeric propargyl-allenyl cations Ar(H or Ar’)(OH)4C+-C3≡C2-C(=O+H)(OAlk) ↔ Ar(H or Ar’)(OH)4C = C3 = 2C+-C(=O+H)(OAlk), having two electrophilic centers on the carbons C4 and C2 resp. Reactions of these species with arenes at C4 lead to products of arene propargylation, alternatively, reactions at C2 result in allenylation of arenes, followed by further transformation into furan-2-ones. Using quantum chem. calculations by the DFT method, it has been shown that the reactivity of such propargyl-allenyl cations is mainly explained by orbital factors. Plausible reaction mechanism is discussed. The experimental process involved the reaction of 1-Fluoro-2-methoxybenzene(cas: 321-28-8).Recommanded Product: 1-Fluoro-2-methoxybenzene
The Article related to furanone propargylated ester preparation, alkyl hydroxybutynoate arene propargylation allenylation triflic acid zeolite, Heterocyclic Compounds (One Hetero Atom): Furans and other aspects.Recommanded Product: 1-Fluoro-2-methoxybenzene
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem