β-Deprotonation by lithium diisopropylamide. Vinyl carbanions from oxygen heterocycles in the synthesis of carboxylic acids in the benzofuran, flavone, and coumarin series and in the regiospecific acylation of 2,6-dimethylchromone was written by Costa, Ana M. B. S. R. C. S.;Dean, Francis M.;Jones, Michael A.;Smith, Dennis A.;Varma, Rajender S.. And the article was included in Journal of the Chemical Society, Chemical Communications in 1980.Category: benzofurans This article mentions the following:
LiN(CHMe2)2, at -70° deprotonated benzofuran, at the α-position in the absence of activating groups, whereas, in the presence of activating groups, the β-proton was removed. In flavone and 4-methoxycoumarin (I), β-deprotonation occurred readily and the carbanions formed were easily carboxylated giving previously unaccessible acids. E.g., I (R = H) underwent deprotonation and carboxylation to give the acid I (R = CO2H). In 2,6-dimethylchromone, β-deprotonation was kinetically favored allowing 3-acylation to be achieved. In the experiment, the researchers used many compounds, for example, Methyl benzofuran-2-carboxylate (cas: 1646-27-1Category: benzofurans).
Methyl benzofuran-2-carboxylate (cas: 1646-27-1) belongs to benzofurans derivatives. Benzofuran derivatives are one of the most important oxygen-containing heterocycles. Substituted benzofurans find applications such as fluorescent sensors, oxidants, in drug discovery, and in another field of chemistry and agriculture.Category: benzofurans
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem