1,720,982 research outputs found

    Copper-Catalyzed C-C Bond Formation via C-H Functionalization: Synthesis of Multisubstituted Indoles from N-(Aryl)enaminones

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    A variety of functionalities, including the whole range of halogen substituents, are tolerated in the title reaction, an intramolecular approach for the construction of a multisubstituted indole skeleton from readily available enaminones (see scheme; phen=1,10-phenanthroline). The indole products are also prepared directly in high yield from a,b-ynones and primary amines

    A simple general approach to phenanthridinones via palladium-catalyzed intramolecular direct arene arylation

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    Phenanthridinone derivatives have been prepared in good to high yields via palladium-catalyzed cyclization of readily available N-benzyl-N-benzoyl-o-iodoanilides

    Synthesis and small and wide angle x-ray scattering characterization of L-proline based chiral ionic liquids

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    In this work we report the first small and wide-angle X-Ray diffraction study (S-WAXS) of L-proline ester based ionic liquids, a family of chiral ionic liquids (CILs) with several potential useful applications. Along the synthetic pathway that was followed to obtain the already described systems in ultra-pure form, some new compounds were synthesized. Noteworthy differences were observed in the SAXS low Q peak positions trends between chloride and nitrate salts. © 2015 Bentham Science Publishers

    pH variation as the switch for chiral recognition in a biomembrane model

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    Chiral recognition was observed in a biomembrane model. Micellar aggregates formed by N-dodecyl-L-proline were, in fact, able to convert the racemic mixture of a biphenyl derivative into an enantiomerically enriched mixture. The extent of deracemization was established by HPLC on a chiral stationary phase and, in some conditions, resulted in the highest ever observed in these systems. The configuration of the exceeding enantiomer and the extent of enantiomeric enrichment depend on the medium pH. In fact, the exceeding enantiomer has the same configuration at pH 1 and 7, being more abundant at pH 7, whereas it has the opposite configuration at pH 13. The changes in the stereochemical bias are reversible. Copyright © 2005 American Chemical Society

    3-Aroylindoles via copper-catalyzed cyclization of N-(2-iodoaryl)enaminones

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    3-Aroylindoles have been prepared via copper-catalyzed cyclization of N-(2-iodoaryl)enaminones, readily available from 2-iodoanilines and α,β-ynones. The reaction tolerates a variety of useful functionalities including ether, keto, cyano, bromo, and chloro substituents. This indole synthesis can also be carried out from 2-iodoanilines and α,β-ynones through a sequential process that omits the isolation of enaminone intermediates. © Georg Thieme Verlag Stuttgart
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