Synthesis of oxazolines from vv-allylamides using an electrochemically generated ArS(ArSSAr)+ pool

Yu Miyamoto, Naoya Mitani, Rina Yanagi, Shigenori Kashimura, Seiji Suga, Jun Ichi Yoshida, Kouichi Matsumoto

Research output: Contribution to journalArticle

Abstract

The reaction of VV-allylamides with ArS(ArSSAr)+, which was generated and accumulated by the low-temperature anodic oxidation of ArSSAr, afforded the corresponding ArS-substituted oxazolines in moderate to good yields. In-situ electrochemical oxidation of ArSSAr in the presence of VV-allylamides was also applicable. Oxazolines bearing various substituents were successfully synthesized by using the present reactions.

Original languageEnglish
Pages (from-to)1373-1382
Number of pages10
JournalHeterocycles
Volume96
Issue number8
DOIs
Publication statusPublished - Jan 1 2018

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Bearings (structural)
Electrochemical oxidation
Anodic oxidation
Temperature

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Miyamoto, Y., Mitani, N., Yanagi, R., Kashimura, S., Suga, S., Yoshida, J. I., & Matsumoto, K. (2018). Synthesis of oxazolines from vv-allylamides using an electrochemically generated ArS(ArSSAr)+ pool. Heterocycles, 96(8), 1373-1382. https://doi.org/10.3987/COM-18-13942

Synthesis of oxazolines from vv-allylamides using an electrochemically generated ArS(ArSSAr)+ pool. / Miyamoto, Yu; Mitani, Naoya; Yanagi, Rina; Kashimura, Shigenori; Suga, Seiji; Yoshida, Jun Ichi; Matsumoto, Kouichi.

In: Heterocycles, Vol. 96, No. 8, 01.01.2018, p. 1373-1382.

Research output: Contribution to journalArticle

Miyamoto, Y, Mitani, N, Yanagi, R, Kashimura, S, Suga, S, Yoshida, JI & Matsumoto, K 2018, 'Synthesis of oxazolines from vv-allylamides using an electrochemically generated ArS(ArSSAr)+ pool', Heterocycles, vol. 96, no. 8, pp. 1373-1382. https://doi.org/10.3987/COM-18-13942
Miyamoto, Yu ; Mitani, Naoya ; Yanagi, Rina ; Kashimura, Shigenori ; Suga, Seiji ; Yoshida, Jun Ichi ; Matsumoto, Kouichi. / Synthesis of oxazolines from vv-allylamides using an electrochemically generated ArS(ArSSAr)+ pool. In: Heterocycles. 2018 ; Vol. 96, No. 8. pp. 1373-1382.
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