Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

Abstract Carbonyl‐bearing furans, certain pyrroles, and thiophenes were alkylated using alcohols in an acidic medium. Some 5‐alkylated derivatives of 2‐furoic acid with various adamantyls‐, cycloalkyl‐, other 2°‐ 3°‐alkyl substituents synthesized as a biomass‐derived chemical platform. Side reaction resulted the substitution carboxylic group, leading to formation 1,5‐dialkyl furans. In alkylation acyl formyl furan, either mono‐ or di‐alkyl products obtained, depending on functional group present furan nucleus. Pyrroles (or thiophenes) related groups exclusively near‐exclusively) yielded mono‐alkyl products. The resultant 5‐substituted carbonyl furans can be used building blocks synthetic equivalents for 1 C 4 synthons, demonstrated by series reactions involving 5‐adamantan‐1‐yl‐2‐furoic acid.

Language: Английский