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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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