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Desulfonative Photoredox Alkylation of N-Heteroaryl Sulfones – An Acid-free Approach for Substituted Heteroarene Synthesis

Abstract

Minisci-type alkylation of electron-deficient heteroarenes has been a pivotal technique for medicinal chemists in the synthesis of drug-like molecules. However, such transformations usually require harsh conditions (e.g., strong acids, stoichiometric amount of oxidants, elevated temperatures, etc.). Herein, by utilizing photoredox catalysis, a highly-selective alkylation method using heteroaryl sulfones has been developed that can be carried out under acid-free and redox-neutral conditions. Because of these mild conditions, challenging yet privileged structures, such as monosaccharides and unprotected secondary amines, can be installed.

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Publication details

The article was received on 14 Feb 2019, accepted on 14 Mar 2019 and first published on 14 Mar 2019


Article type: Edge Article
DOI: 10.1039/C9SC00776H
Citation: Chem. Sci., 2019, Accepted Manuscript
  • Open access: Creative Commons BY-NC license
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    Desulfonative Photoredox Alkylation of N-Heteroaryl Sulfones – An Acid-free Approach for Substituted Heteroarene Synthesis

    Z. Wang, S. Zheng, J. K. Matsui, Z. Lu and G. A. Molander, Chem. Sci., 2019, Accepted Manuscript , DOI: 10.1039/C9SC00776H

    This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

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      [Original citation] - Published by The Royal Society of Chemistry.

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