Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines

Yuta Kondo, Tetsuya Kadota, Yoshinobu Hirazawa, Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima

研究成果: ジャーナルへの寄稿学術誌査読

11 被引用数 (Scopus)

抄録

N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using commercially available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described.

本文言語英語
ページ(範囲)120-125
ページ数6
ジャーナルOrganic Letters
22
1
DOI
出版ステータス出版済み - 1月 3 2020

!!!All Science Journal Classification (ASJC) codes

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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