Syntheses of Biologically Active 2-Arylcyclopropylamines

Shin Miyamura, Kenichiro Itami, Junichiro Yamaguchi

    Research output: Contribution to journalArticle

    9 Citations (Scopus)

    Abstract

    The 2-arylcyclopropylamine (ACPA) motif is often seen in biologically active compounds. This review focuses on the synthesis of biologically active ACPAs and categorizes, by reaction type, the synthetic methods used toward such compounds. 1 Introduction 2 Cyclopropanation Using Diazo Compounds 2.1 Styrene 2.2 Cinnamate 2.3 Vinyl Phthalimide 2.4 Vinyl Acetamide 2.5 Oxazolone 2.6 Diketopiperazine 3 Cyclopropanation Using Ylides 3.1 Cinnamate 3.2 Nitrostyrene 3.3 Oxirane 3.4 Nitroacetate 4 Transformation of Cyclopropanes 4.1 Iodocyclopropane 4.2 Aminocyclopropane 5 Miscellaneous Methods 5.1 Kulinkovich Reaction 5.2 Three-Component Reaction 5.3 Intramolecular Nucleophilic Cyclization 5.4 Intramolecular Mitsunobu Reaction 5.5 Rearrangement from Cyclobutanone 6 Summary

    Original languageEnglish
    JournalSynthesis (Germany)
    DOIs
    Publication statusAccepted/In press - 2016 Sep 21

    Fingerprint

    Cinnamates
    Cyclization
    Styrene
    Cyclopropanes
    Diketopiperazines
    Oxazolone
    Ethylene Oxide

    Keywords

    • arylcyclopropylamine
    • biologically active compounds
    • cyclopropanes

    ASJC Scopus subject areas

    • Catalysis
    • Organic Chemistry

    Cite this

    Syntheses of Biologically Active 2-Arylcyclopropylamines. / Miyamura, Shin; Itami, Kenichiro; Yamaguchi, Junichiro.

    In: Synthesis (Germany), 21.09.2016.

    Research output: Contribution to journalArticle

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    abstract = "The 2-arylcyclopropylamine (ACPA) motif is often seen in biologically active compounds. This review focuses on the synthesis of biologically active ACPAs and categorizes, by reaction type, the synthetic methods used toward such compounds. 1 Introduction 2 Cyclopropanation Using Diazo Compounds 2.1 Styrene 2.2 Cinnamate 2.3 Vinyl Phthalimide 2.4 Vinyl Acetamide 2.5 Oxazolone 2.6 Diketopiperazine 3 Cyclopropanation Using Ylides 3.1 Cinnamate 3.2 Nitrostyrene 3.3 Oxirane 3.4 Nitroacetate 4 Transformation of Cyclopropanes 4.1 Iodocyclopropane 4.2 Aminocyclopropane 5 Miscellaneous Methods 5.1 Kulinkovich Reaction 5.2 Three-Component Reaction 5.3 Intramolecular Nucleophilic Cyclization 5.4 Intramolecular Mitsunobu Reaction 5.5 Rearrangement from Cyclobutanone 6 Summary",
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