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Communication | Regular issue | Vol 96, No. 8, 2018, pp.1373-1382
Published online, 27th July, 2018
DOI: 10.3987/COM-18-13942
Synthesis of Oxazolines from N-Allylamides Using an Electrochemically Generated ArS(ArSSAr)+ Pool

Yu Miyamoto, Naoya Mitani, Rina Yanagi, Shigenori Kashimura, Seiji Suga, Jun-ichi Yoshida,* and Kouichi Matsumoto*

*School of Science and Engineering, Kindai University, 3-4-1, Kowakae, Higashi-Osaka 577-8502, Japan

Abstract

The reaction of N-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 N-allylamides was also applicable. Oxazolines bearing various substituents were successfully synthesized by using the present reactions.