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Thomas M. Gøgsig Anders T. Lindhardt Dr. Mouloud Dekhane Dr. Julie Grouleff Troels Skrydstrup Prof. Dr. 《Chemistry (Weinheim an der Bergstrasse, Germany)》2009,15(24):5950-5955
Easy and direct : Regioselective Mizoroki–Heck‐coupling reactions using heteroaromatic tosylates as electrophiles were achieved, thus providing direct and easy access to highly functionalized α‐heteroarylvinyl amides and ethers.
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Olivier Baslé Dr. Nadine Borduas Pauline Dubois Jean Marc Chapuzet Dr. Tak‐Hang Chan Prof. Jean Lessard Prof. Chao‐Jun Li Prof. 《Chemistry (Weinheim an der Bergstrasse, Germany)》2010,16(27):8162-8166
The ionic liquid 1‐butyl‐3‐methylimidazolium tetrafluoroborate [BMIm][BF4] has demonstrated high efficiency when applied as a solvent in the oxidative nitro‐Mannich carbon? carbon bond formation. The copper‐catalyzed cross‐dehydrogenative coupling (CDC) between N‐phenyltetrahydroisoquinoline and nitromethane in [BMIm][BF4] occurred with high yield under the described reaction conditions. Both the ionic liquid and copper catalyst were recycled nine times with almost no lost of activity. The electrochemical behavior of the tertiary amine substrate and β‐nitroamine product was investigated employing [BMIm][BF4] as electrolyte solvent. The potentiostatic electrolysis in ionic liquid afforded the desired product with a high yield. This result and the cyclic voltammetric investigation provide a better understanding of the reaction mechanism, which involves radical and iminium cation intermediates. 相似文献
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Romas Kudirka Sean K. J. Devine Christopher S. Adams David L. Van Vranken Prof. 《Angewandte Chemie (International ed. in English)》2009,48(20):3677-3680
As easy as 1, 2, 3 : A palladium‐catalyzed three‐component coupling generates α,β‐unsaturated γ‐amino acids in a single step (see scheme). The reaction is believed to involve migration of a vinyl substituent to a highly electrophilic palladium carbene. Unlike previous synthetic approaches, this synthesis provides access to γ‐amino acids with non‐natural side chains.
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A copper‐catalyzed migratory oxidative‐coupling reaction between nitrones and various ethers/amines exhibited high functional‐group tolerance. Even in aqueous media, the reaction proceeded efficiently. For practical use of this catalysis, a unique sequential Huisgen cycloaddition was demonstrated. Mechanistic investigations revealed that the reaction proceeded through oxidative catalytic activation of ethers/amines to afford iminium/oxonium intermediates by concurrent dual one‐electron abstractions by copper(II) and oxyl radicals. 相似文献
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