91909-51-2Relevant academic research and scientific papers
An efficient furan synthesis using heterogeneous catalysis
Hayes, Simon J.,Knight, David W.,Menzies, Melanie D.,O'Halloran, Mark,Tan, Wen-Fei
, p. 7709 - 7712 (2007)
A wide variety of 3-alkyne-1,2-diols have been found to undergo exceptionally clean 5-endo-dig cyclisations followed by dehydration at ambient temperature to give the corresponding furans in essentially quantitative yields when exposed to 10 mol % of 10%
Palladium-Catalyzed Dearomatizing Alkoxydiarylation of Furan Rings by Coupling with Arylboronic Acids: Access to Polysubstituted Oxabicyclic Compounds
Li, Jiuyi,Lu, Lin,Pan, Qi,Ren, Yanwei,Liu, Bo,Yin, Biaolin
, p. 2001 - 2007 (2017/06/09)
We report a protocol for palladium-catalyzed dearomatizing alkoxydiarylation of furan rings via aerobic oxidative coupling between arylboronic acids and 5-aryl-2-hydroxyalkylfurans. This green protocol starting from furan derivatives, which can be sustainably sourced, provides rapid access to polysubstituted 2,3,3a,6a-tetrahydrofuro[3,2-b]furans and hexahydrofuro[3,2-b]furans, oxabicyclic frameworks that are shared by various natural products and synthetic molecules with important biological activities. (Figure presented.).
1,2-Dioxines containing tethered hydroxyl functionality as convenient precursors for pyran syntheses
Avery, Thomas D.,Caiazza, Daniela,Culbert, Julie A.,Taylor, Dennis K.,Tiekink, Edward R. T.
, p. 8344 - 8351 (2007/10/03)
A new method for the construction of tetrahydropyrans derived from readily available 1,2-dioxines containing a tethered hydroxyl moiety is described. The reaction proceeds via a base-catalyzed rearrangement of the 1,2-dioxines to either the isomeric cis or trans γ-hydroxy enones followed by intramolecular oxa-Michael addition of the tethered hydroxyl group.
