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 journalArticlepeer-review

    15 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

    All Science Journal Classification (ASJC) codes

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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