- 7-oxabicyclo[2.2.1]heptadiene derivatives: Reactivity towards Bronsted acids
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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.
- Maggiani, Alain,Tubul, Arlette,Brun, Pierre
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- Synthesis of 2-substituted furans by iron- and palladium-catalyzed coupling reactions
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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.
- Haner, Jamie,Jack, Kelsey,Nagireddy, Jaipal,Raheem, Mohammed Abdul,Durham, Robin,Tam, William
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experimental part
p. 731 - 738
(2011/04/24)
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- Efficient procedure for the preparation of 2-bromofuran and its application in the synthesis of 2-arylfurans
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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.
- Raheem, Mohammed-Abdul,Nagireddy, Jaipal R.,Durham, Robin,Tam, William
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experimental part
p. 2138 - 2146
(2010/08/13)
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- A convenient synthesis of polysubstituted phenylphenols from substituted anilines
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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.
- Maggiani, Alain,Tubul, Ariette,Brun, Pierre
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p. 631 - 633
(2007/10/03)
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