Advanced Synthesis & Catalysis

Cover image for Vol. 355 Issue 7

Editor: Joe P. Richmond, Chairman of the Editorial Board: Ryoji Noyori

Impact Factor: 6.048

ISI Journal Citation Reports © Ranking: 2011: 2/71 (Chemistry Applied); 5/56 (Chemistry Organic)

Online ISSN: 1615-4169

Associated Title(s): Angewandte Chemie International Edition, Asian Journal of Organic Chemistry, Chemistry - A European Journal, Chemistry – An Asian Journal, ChemCatChem, European Journal of Organic Chemistry

355_07/2013Cover Picture: (Adv. Synth. Catal. 7/2013)

The cover picture, provided by De Miguel, Velado, Herradón and Mann, describes the process for the synthesis of functionalized bicyclic imines from readily available ω-azidodienes through a cascade reaction sequence. The transformation is highly selective and involves an intramolecularazide-alkene 1,3-dipolar cycloaddition, followed by an intramolecular Michael addition of the resulting five- or sixmembered ring cyclic enamines to different Michael acceptors (Stork alkylation), to afford the corresponding bicyclic imines in moderate to good yields. This methodology is illustrated in the communication by Mann and co-workers on pages 1237–1242.

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355_07b/2013Back Cover: (Adv. Synth. Catal. 7/2013)

The cover picture, provided by Huang and co-workers, depicts a cooperative catalysis with aldehyde and copper for the aerobic oxidative C-H amination of azoles. The aldehyde acts as a catalyst to activate the amine to form aminal A, which then reacts with CuBr2 to generate the copper-amide B and regenerate the aldehyde to complete the aldehyde catalysis. Copper-amide B reacts with benzoxazole to generate organocopper B via C-H activation. Subsequent reductive elimination provides the desired product and releases Cu(I), which is oxidized by O2 to afford Cu(II) and complete the catalysis. This cooperative catalysis is illustrated in the full paper by Huang and co-workers on pages 1315--1322.

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