Synlett 2020; 31(16): 1603-1607
DOI: 10.1055/s-0040-1707901
letter
© Georg Thieme Verlag Stuttgart · New York

Decarboxylative Bromination of Heteroarenes: Initial Mechanistic Insights

Authors

  • Pritesh R. Patel

    a   School of Pharmacy, Faculty of Science and Engineering, University of Wolverhampton, Wolverhampton, WV1 1LY, UK
  • Scott H. Henderson

    b   Sussex Drug Discovery Centre, University of Sussex, Brighton, BN1 9RH, UK
  • Mark S. Roe

    c   School of Life Sciences, University of Sussex, Brighton, BN1 9RH, UK
  • Mark A. Honey

    d   School of Science, Faculty of Engineering and Science, University of Greenwich, Chatham, Kent, ME4 4TB, UK   Email: m.a.honey@gre.ac.uk

Biotechnology and Biological Sciences Research Council (BB/L017105/1).
Further Information

Publication History

Received: 11 June 2020

Accepted after revision: 30 June 2020

Publication Date:
17 July 2020 (online)


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Abstract

After an initial report from our laboratory describing metal-free decarboxylative halogenation of various azaheteroarenes, we set out to investigate the possible mechanism by which this chemistry occurs. Evidence from this mechanistic investigation suggests that this chemistry occurs via a radical pathway, with 1H NMR studies suggesting that the acidic substrates activate NBS.

Supporting Information