WebFeist–Bénary furan synthesis, the reaction between α-halocarbonyl and β-dicarbonyl compounds, has been known as an efficient method for … WebA modified Feist-Bénary furan synthesis has been developed that involves a lithium aldol reaction between a methyl ketone and an α-chloroaldehyde followed by a thermally induced tetrahydrofuran formation/dehydration sequence and affords 2,5-disubstituted furans in good overall yield. This process is demonstrated on multigram scale and is ...
Feist–Benary synthesis of Furan: From 1,3-dicarbonyl ... - YouTube
WebSep 17, 2024 · Initial synthesis of furan 10 via Feist-Benary annulation. In fact, TBS-protected alcohol 11 did not undergo effective formylation under a variety of Vilsmeier conditions [12] . However, n BuLi and DMF provided clean aldehyde (not shown) in 90% yield and subsequent reduction gave furyl alcohol 12 in 79% yield ( Scheme 4 ) over four … WebSep 15, 2010 · The synthesis of furan derivatives by treatment of an α-halo ketone and β-dicarbonyl compound with a base is known as the Feist-Bénary condensation. The … safety critical medical brigg
A Short, Gram-Scale Synthesis of 2,5-Disubstituted Furans
WebQuestion: The reaction noted in Figure 1 (imaged below) is an example of the Feist-Benary furan synthesis. Click here if Figure 1 does not display correctly Figure 1 benzene (as solvent) reactant A reactant B product C Given that 271 g of reactant A were allowed to react with 151 g of reactant B in the presence of benzene (as solvent) what is the … WebJun 13, 2012 · The formation of intermediate 10 and subsequent aromatization to the furan 11 are consistent with the mechanism of the Feist–Bénary furan synthesis. 15 This does not usually involve enamine formation, which would be expected to give the corresponding pyrrole (Scheme 5). 2-Chloropropanal also gave the furan product (entry 9), although … Webintermediates in organic synthesis.2 The development of effi-cient methods for their preparation has been an important research area in organic chemistry. Historically, the classical approaches such as Paal–Knorr and Feist–Benary syntheses of furan derivatives have been widely applied. The Paal–Knorr method relies on an acid- safety critical medical huyton