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General and Regioselective Synthesis of Pyrroles via Ruthenium-Catalyzed Multicomponent Reactions

Min Zhang, Xianjie Fang, Helfried Neumann and Matthias Beller*

*Leibniz-Institut für Katalyse an der Universität Rostock e.V., Albert-Einstein-Strasse 29a, 18059 Rostock, Germany, Email: matthias.bellercatalysis.de

M. Zahng, X. Fang, H. Neumann, M. Beller, J. Am. Chem. Soc., 2013, 135, 11384-11388.

DOI: 10.1021/ja406666r



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Abstract

In ruthenium-catalyzed three-component reactions, ketones, amines, and vicinal diols are converted into various substituted pyrroles in good isolated yields. Additionally, α-functionalized ketones gave synthetically interesting amido-, alkoxy-, aryloxy-, and phosphate-substituted pyrroles in a straightforward manner. The synthetic protocol proceeds with high atom-efficiency and shows a broad substrate scope and functional group tolerance.

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Key Words

pyrroles, multicomponent reactions


ID: J48-Y2013