Regioselective ring-opening reaction of 2-trifluoromethyl-N-tosylaziridine with some nucleophiles under basic conditions

Yui Takehiro, Kensuke Hirotaki, Chihomi Takeshita, Hiroshi Furuno, Takeshi Hanamoto

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

The ring-opening reaction of 2-trifluoromethyl-N-tosylaziridine with a variety of heteroatom- and carbon-centered nucleophiles was achieved under basic conditions in good to high yield with excellent regioselectivity. These findings enabled an easy access to useful α-trifluoromethyl-N- tosylmethylamine derivatives, such as 1,2-aminoalcohol, 1,2-diamine, 1,2-aminothiol, and distant secondary amine.

Original languageEnglish
Pages (from-to)7448-7454
Number of pages7
JournalTetrahedron
Volume69
Issue number35
DOIs
Publication statusPublished - Sep 2 2013

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Regioselectivity
Nucleophiles
Diamines
Amines
Carbon
Derivatives

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Regioselective ring-opening reaction of 2-trifluoromethyl-N-tosylaziridine with some nucleophiles under basic conditions. / Takehiro, Yui; Hirotaki, Kensuke; Takeshita, Chihomi; Furuno, Hiroshi; Hanamoto, Takeshi.

In: Tetrahedron, Vol. 69, No. 35, 02.09.2013, p. 7448-7454.

Research output: Contribution to journalArticle

Takehiro, Yui ; Hirotaki, Kensuke ; Takeshita, Chihomi ; Furuno, Hiroshi ; Hanamoto, Takeshi. / Regioselective ring-opening reaction of 2-trifluoromethyl-N-tosylaziridine with some nucleophiles under basic conditions. In: Tetrahedron. 2013 ; Vol. 69, No. 35. pp. 7448-7454.
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