Thiazolobenzyne: A versatile intermediate for multisubstituted benzothiazoles

Suguru Yoshida, Takahisa Yano, Yoshitake Nishiyama, Yoshihiro Misawa, Masakazu Kondo, Takeshi Matsushita, Kazunobu Igawa, Katsuhiko Tomooka, Takamitsu Hosoya

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Thiazolobenzyne, which is a benzyne species fused with a thiazole ring, was efficiently generated via an iodine-magnesium exchange reaction of an ortho-iodoaryl triflate-type precursor using a trimethylsilylmethyl Grignard reagent as an activator. A wide range of arynophiles reacted efficiently with the thiazolobenzynes generated by this method to afford various multisubstituted benzothiazoles.

Original languageEnglish
Pages (from-to)11199-11202
Number of pages4
JournalChemical Communications
Volume52
Issue number75
DOIs
Publication statusPublished - Jan 1 2016

Fingerprint

Benzothiazoles
Thiazoles
Iodine
Magnesium
benzyne

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

Yoshida, S., Yano, T., Nishiyama, Y., Misawa, Y., Kondo, M., Matsushita, T., ... Hosoya, T. (2016). Thiazolobenzyne: A versatile intermediate for multisubstituted benzothiazoles. Chemical Communications, 52(75), 11199-11202. https://doi.org/10.1039/c6cc05112j

Thiazolobenzyne : A versatile intermediate for multisubstituted benzothiazoles. / Yoshida, Suguru; Yano, Takahisa; Nishiyama, Yoshitake; Misawa, Yoshihiro; Kondo, Masakazu; Matsushita, Takeshi; Igawa, Kazunobu; Tomooka, Katsuhiko; Hosoya, Takamitsu.

In: Chemical Communications, Vol. 52, No. 75, 01.01.2016, p. 11199-11202.

Research output: Contribution to journalArticle

Yoshida, S, Yano, T, Nishiyama, Y, Misawa, Y, Kondo, M, Matsushita, T, Igawa, K, Tomooka, K & Hosoya, T 2016, 'Thiazolobenzyne: A versatile intermediate for multisubstituted benzothiazoles', Chemical Communications, vol. 52, no. 75, pp. 11199-11202. https://doi.org/10.1039/c6cc05112j
Yoshida S, Yano T, Nishiyama Y, Misawa Y, Kondo M, Matsushita T et al. Thiazolobenzyne: A versatile intermediate for multisubstituted benzothiazoles. Chemical Communications. 2016 Jan 1;52(75):11199-11202. https://doi.org/10.1039/c6cc05112j
Yoshida, Suguru ; Yano, Takahisa ; Nishiyama, Yoshitake ; Misawa, Yoshihiro ; Kondo, Masakazu ; Matsushita, Takeshi ; Igawa, Kazunobu ; Tomooka, Katsuhiko ; Hosoya, Takamitsu. / Thiazolobenzyne : A versatile intermediate for multisubstituted benzothiazoles. In: Chemical Communications. 2016 ; Vol. 52, No. 75. pp. 11199-11202.
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