Manganese-Catalyzed Dehydrogenative Alkylation or α-Olefination of Alkyl-Substituted N-Heteroarenes with Alcohols.

Autor: Zhang G; Inorganic Chemistry II-Catalyst Design, Universität Bayreuth, 95440, Bayreuth, Germany.; Key Laboratory of Sensor Analysis of Tumor Marker, Ministry of Education, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, P. R. China., Irrgang T; Inorganic Chemistry II-Catalyst Design, Universität Bayreuth, 95440, Bayreuth, Germany., Dietel T; Inorganic Chemistry II-Catalyst Design, Universität Bayreuth, 95440, Bayreuth, Germany., Kallmeier F; Inorganic Chemistry II-Catalyst Design, Universität Bayreuth, 95440, Bayreuth, Germany., Kempe R; Inorganic Chemistry II-Catalyst Design, Universität Bayreuth, 95440, Bayreuth, Germany.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2018 Jul 16; Vol. 57 (29), pp. 9131-9135. Date of Electronic Publication: 2018 May 30.
DOI: 10.1002/anie.201801573
Abstrakt: Catalysis with earth-abundant transition metals is an option to help save our rare noble-metal resources and is especially interesting when novel reactivity or selectivity patterns are observed. We report here on a novel reaction, namely the dehydrogenative alkylation or α-olefination of alkyl-substituted N-heteroarenes with alcohols. Manganese complexes developed in our laboratory catalyze the reaction with high efficiency whereas iron and cobalt complexes stabilized by the same ligands are essentially inactive. Hydrogen is liberated during the reaction, and bromine and iodine functional groups as well as olefins are tolerated. A variety of alkyl-substituted N-heteroarenes can be functionalized, and benzylic and aliphatic alcohols undergo the reaction.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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