- A new route to N-aromatic heterocycles from the hydrogenation of diesters in the presence of anilines
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The hydrogenation of dicarboxylic acids and their esters in the presence of anilines provides a new synthesis of heterocycles. [Ru(acac)3] and 1,1,1-tris(diphenylphosphinomethyl)ethane (triphos) gave good to excellent yields of the cyclic amines at 220 °C. When aqueous ammonia was used with dimethyl 1,6-hexadienoic acid, ?-caprolactam was obtained in good yield. A side reaction involving alkylation of the amine by methanol was suppressed by using diesters derived from longer chain and branched alcohols. Hydrogenation of optically pure diesters (dimethyl (R)-2-methylbutanedioate and dimethyl (S)-2-methylbutanedioate) with aniline afforded racemic 3-methyl-1-phenylpyrrolidine in 78% yield.
- Shi, Yiping,Kamer, Paul C. J.,Cole-Hamilton, David J.,Harvie, Michelle,Baxter, Emma F.,Lim, Kate J. C.,Pogorzelec, Peter
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p. 6911 - 6917
(2017/10/05)
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- High power organic cathodes using thin films of electropolymerized benzidine polymers
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Thin films of benzidine polymers were electrochemically deposited directly onto conductive substrates by oxidative coupling of di- and trianilinoalkane monomers. The electropolymerization and electrochemical properties of the polymers were optimized by varying the alkyl linker. Polymer films exhibited two reversible one-electron transfers at high potentials (>3.3 V vs. Li/Li+) and maintained discharge capacities in excess of 150 mA h g-1 even when discharged in under 4 seconds.
- Truong, Thanh-Tam,Coates, Geoffrey W.,Abru?a, Héctor D.
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supporting information
p. 14674 - 14677
(2015/09/28)
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- Synthesis of components for supramolecules incorporating cycloheptatriene building blocks
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Molecular threads I-III incorporating 1,3,5-cycloheptatriene units have been synthesized by three methods. Bridges were designed as ether (9, 14, 18 and 22), ester (4 and 14) and amino functions (25), respectively. The attachment of a second aryl residue
- Neigenfink, J.,Martin, A.,Wendel, V.,Abraham, W.
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experimental part
p. 632 - 641
(2011/10/13)
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