4.5 Article

Visible-Light-Mediated Synthesis of α-Halomethyl Ketones from Terminal Alkynes

Journal

CHEMPHOTOCHEM
Volume 6, Issue 3, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cptc.202100231

Keywords

alpha-halomethyl ketones; alkynes; N-halosuccinimide; radicals; trifluoroacetic acid

Funding

  1. DST [000850/2021]
  2. CSIR

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This approach utilizes N-halosuccinimides as the halogen source to introduce halogen at the alpha-position of terminal alkynes, without the need for a photocatalyst. It allows for the synthesis of a diverse range of alpha-haloketones from different aromatic bromo- and iodoalkynes.
A visible-light-assisted approach for the synthesis of alpha-halomethyl ketones from terminal alkynes has been developed. The reaction introduces halogen at the alpha-position of terminal alkynes using N-halosuccinimides as the halogen source. It relies on the photodegradation of N-halosuccinimides obviating the requirement for a photocatalyst. The procedure enables the synthesis of a diverse range of alpha-haloketones from different aromatic bromo- and iodoalkynes.

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