38527-56-9Relevant academic research and scientific papers
7-oxabicyclo[2.2.1]heptadiene derivatives: Reactivity towards Bronsted acids
Maggiani, Alain,Tubul, Arlette,Brun, Pierre
, p. 2495 - 2496 (1999)
7-Oxabicyclo[2.2.1]heptadiene derivatives can be converted to phenols, fulvenes and/or the products from a retro-Diels-Alder-like reaction by treatment with Bronsted acids; the outcome of the reaction depends on the experimental conditions and the nature of the Bronsted acid used.
Synthesis of 2-substituted furans by iron- and palladium-catalyzed coupling reactions
Haner, Jamie,Jack, Kelsey,Nagireddy, Jaipal,Raheem, Mohammed Abdul,Durham, Robin,Tam, William
experimental part, p. 731 - 738 (2011/04/24)
The synthesis of 2-substituted furans via palladium- and iron-catalyzed coupling utilizing 2-bromofuran is described. Whereas palladium-catalyzed Suzuki coupling effectively provided the corresponding aryl furans, little or no product was obtained by palladium-catalyzed coupling with various alkyl nucleophiles. Iron-catalyzed coupling proved effective for the synthesis of primary and secondary alkyl furans in modest yields and aryl furans in low yields. Georg Thieme Verlag Stuttgart New York.
Efficient procedure for the preparation of 2-bromofuran and its application in the synthesis of 2-arylfurans
Raheem, Mohammed-Abdul,Nagireddy, Jaipal R.,Durham, Robin,Tam, William
experimental part, p. 2138 - 2146 (2010/08/13)
A simple, straightforward, and scalable procedure for the preparation of 2-bromofuran using N-bromosuccinimide (NBS) in dimethylformamide (DMF) is reported. The described preparation is conducted on a 20 to 50g scale and does not require extractive workup procedures or chromatographic purifications. To illustrate the synthetic applications of 2-bromofuran, palladium-catalyzed Suzuki coupling reactions of the prepared 2-bromofuran with various aryl boronic acids were investigated, and moderate to good yields of 2-arylfurans were obtained. Copyright Taylor & Francis Group, LLC.
A convenient synthesis of polysubstituted phenylphenols from substituted anilines
Maggiani, Alain,Tubul, Ariette,Brun, Pierre
, p. 631 - 633 (2007/10/03)
2' and 4'-Substituted arylfurans react with DMAD in the presence of Lewis acid to afford Diels-Alder adducts with good yields; a subsequent spontaneous or an acid-induced ?-elimination leads to polysubstituted phenylphenols.
