Advanced Synthesis & Catalysis

Cover image for Vol. 357 Issue 5

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

Impact Factor: 5.542

ISI Journal Citation Reports © Ranking: 2013: 2/71 (Chemistry Applied); 5/58 (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

357_05/2015Cover Picture: Synthesis of 3-Aryl-1-trifluoromethyltetrahydroisoquinolines by Brønsted Acid-Catalyzed C(sp3)-H Bond Functionalization (Adv. Synth. Catal. 5/2015)

The front cover picture, provided by Takahiko Akiyama and co-workers, illustrates a concise route to 3-aryl-1-trifluoromethyltetrahydroisoquinolines by benzylic [1,5-hydride shift mediated C-H bond functionalization. The [1,5]-hydride shift of the benzylic C(sp3)-H bond to trifluoromethyl ketimine occurred smoothly to produce the target skeleton in good to excellent chemical yields. Whereas N-4-methoxyphenyl ketimines gave the cis-isomer predominantly, use of N-H ketimines changed the diastereoselectivity to furnish the trans-isomer stereoselectively. Details can be found in the communication on pages 901–906 (K. Mori, N. Umehara, T. Akiyama, Adv. Synth. Catal. 2015, 357, 901–906; DOI: 10.1002/adsc.201400775).

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357_05i/2015Inside Cover: C-N Coupling of Indoles and Carbazoles with Aromatic Chlorides Catalyzed by a Single-Component NHC-Nickel(0) Precursor (Adv. Synth. Catal. 5/2015)

The inside cover picture, provided by T. R. Belderrain, M. C. Nicasio and co-workers, illustrates the first example of nickel-mediated N-(hetero)arylation of indoles and carbazoles with (hetero)aromatic chlorides, the least expensive of aryl halides. The reported procedure, based on the use of the Ni(0) complex [(IPr)Ni(styrene)2] as catalytic precursor, affords the products in good to high yields, in short reac tion times without the addition of an excess of the N-heterocycle carbene ligand. Details can be found in the communication on pages 907–911 (S. G. Rull, J. F. Blandez, M. R. Fructos, T. R. Belderrain, M. C. Nicasio, Adv. Synth. Catal. 2015, 357, 907–911; DOI: 10.1002/adsc.201500030).

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