3-Component synthesis of α-substituted sulfonamides via Brønsted acid-catalyzed C(sp3)–H bond functionalization of 2-alkylazaarenes

T. Beisel; J. Kirchner; T. Kaehler; J. Knauer; Y. Soltani; G. Manolikakes

doi:10.1039/C6OB00108D

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3-Component synthesis of α-substituted sulfonamides via Brønsted acid-catalyzed C(sp³)–H bond functionalization of 2-alkylazaarenes†

T. Beisel,^a J. Kirchner,^a T. Kaehler,‡^a J. Knauer,‡^a Y. Soltani ‡^a and G. Manolikakes*^a

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* Corresponding authors

^a Department of Organic Chemistry and Chemical Biology, Goethe-University Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt am Main, Germany
E-mail: g.manolikakes@chemie.uni-frankfurt.de

Abstract

A Brønsted acid-catalyzed addition of 2-alkylazaarenes to in situ generated N-sulfonylimines through selective C(sp³)–H bond functionalization has been developed. This protocol provides an atom- and step-economic approach to α-substituted sulfonamides.

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Article information

DOI: https://doi.org/10.1039/C6OB00108D
Article type: Communication
Submitted: 14 Jan 2016
Accepted: 09 Feb 2016
First published: 09 Feb 2016
This article is Open Access

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Org. Biomol. Chem., 2016,14, 5525-5528

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3-Component synthesis of α-substituted sulfonamides via Brønsted acid-catalyzed C(sp³)–H bond functionalization of 2-alkylazaarenes

T. Beisel, J. Kirchner, T. Kaehler, J. Knauer, Y. Soltani and G. Manolikakes, Org. Biomol. Chem., 2016, 14, 5525 DOI: 10.1039/C6OB00108D

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Organic & Biomolecular Chemistry