Friedel-Crafts approach to the one-pot synthesis of methoxy substituted thioxanthylium salts

  1. Kenta TanakaORCID Logo,
  2. Yuta Tanaka,
  3. Mami Kishimoto,
  4. Yujiro HoshinoORCID Logo and
  5. Kiyoshi HondaORCID Logo

Submitting author affiliation: Yokohama National University, Yokohama, Japan

Beilstein Arch. 2019, 201941. doi:10.3762/bxiv.2019.41.v1

Published 21 Jun 2019

  • Preprint

Abstract

An efficient synthesis of methoxy substituted thioxanthylium salts has been developed. The reaction of diaryl sulfides with benzoyl chlorides in the presence of TfOH smoothly proceeded to give the desired thioxanthylium salts in good yields. In their UV-vis spectra, the maximum absorption wavelengths of methoxy functionalized thioxanthylium salts were observed at around 460 nm, which show a drastic red shift compared to the parent thioxanthylium salts. The present reaction provides a versatile access to functionalized thioxanthylium salts, and therefore it constitutes a promising tool for the synthesis of biologically and photochemically active molecules.

Keywords: thioxanthylium salt; metal-free conditions; one-pot synthesis; photoredox catalyst; Friedel-Crafts reaction

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When a peer-reviewed version of this preprint is available in the Beilstein Journals, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:

Tanaka, K.; Tanaka, Y.; Kishimoto, M.; Hoshino, Y.; Honda, K. Beilstein Arch. 2019, 201941. doi:10.3762/bxiv.2019.41.v1

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