Metal-Free N–H/C–H Coupling for Efficient Asymmetric Synthesis of Chiral Dihydroquinoxalinones from Readily Available α-Amino Acids

Kyalo Stephen Kanyiva*, Masashi Horiuchi, Takanori Shibata

*この研究の対応する著者

研究成果: Article査読

14 被引用数 (Scopus)

抄録

We have developed a method for the synthesis of dihydroquinoxalinones via intramolecular N–H/C–H coupling using hypervalent iodine. The starting materials were prepared from inexpensive and readily available aniline and amino acid derivatives. Various functional groups were tolerated to give multisubstituted dihydroquinoxalinones in moderate to excellent yields. The chirality of the amino acid was transferred to the desired target compound without a loss of enantiomeric excess. Preliminary mechanistic studies indicated that the reaction proceeds via an ionic mechanism.

本文言語English
ページ(範囲)1067-1070
ページ数4
ジャーナルEuropean Journal of Organic Chemistry
2018
8
DOI
出版ステータスPublished - 2018 2月 28

ASJC Scopus subject areas

  • 物理化学および理論化学
  • 有機化学

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