71725-42-3Relevant articles and documents
A new regioselective synthesis of 3-substituted furan-2(5H)-ones by palladium-catalysed reductive carbonylation of alk-1-ynes
Gabriele, Bartolo,Salerno, Giuseppe,Costa, Mirco,Chiusoli, Gian Paolo
, p. 989 - 990 (2007/10/03)
3-Alkyl- or 3-aryl-substituted furan-2(5H)-ones are obtained directly in fair yields by reductive carbonylation of alk-1-ynes in the presence of catalytic amounts of palladium iodide in conjunction with potassium iodide (10 eq.) and water (200 eq.). Simultaneous oxidation of CO to CO2 accounts for the stoichiometry of the process. Reactions are carried out in dioxane under mild conditions (80 °C and 10 atm of carbon monoxide).
Nitrodienic-like Reactivity of 2-Nitrofuran with Organometallic Reagents: One-step Synthesis of Alkylfuranones
Pecunioso, Angelo,Galoppini, Elena,Menicagli, Rita
, p. 7497 - 7508 (2007/10/02)
2-Nitrofuran reacts with Grignard, alkyllithium, dialkylcadmium and heterocuprate reagents affording mixtures of 5-alkyl- and 3-alkyl-2-furanones.
Synthesis of cis and trans Whisky and Cognac Lactones by the Regiocontrolled Alkylation of 2-(Trimethylsiloxy)furan
Jefford, Charles W.,Sledeski, Adam W.,Boukouvalas, John
, p. 1362 - 1370 (2007/10/02)
The racemic cis- and trans-5-butyltetrahydro-4-methylfuran-2-ones ( = whisky lactones) and their higher homologues tetrahydro-4-methyl-5-pentylfuran-2-ones ( = cognac lactones) have been prepared in 2-3 steps from 2(trimethylsiloxy)furan.Regioselective alkylation of the latter afforded the 5-butyl- and 5-pentylfuran-2(5H)-ones which served as precursors for the stereocontrolled construction of either diastereoisomer of the beverage lactones.The structure and tautomerization of the diazomethane adducts of these 5-alkylfuran-2(5H)-ones are also described.