Synthesis, Table of Contents Synthesis 2021; 53(20): 3673-3682DOI: 10.1055/a-1529-7678 short review Five-Membered Hetarene N-Oxides: Recent Advances in Synthesis and Reactivity Authors Author Affiliations Leonid L. Fershtat ∗ a N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, 119991 Moscow, Russian Federation b National Research University Higher School of Economics, Myasnitskaya str. 20, 101000 Moscow, Russian Federation Fedor E. Teslenko a N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, 119991 Moscow, Russian Federation Recommend Article Abstract Buy Article(opens in new window) All articles of this category(opens in new window) Abstract Five-membered heterocyclic N-oxides attract special attention due to their significant potential applications in medicinal chemistry and advanced materials science. In this regard, novel methods for their synthesis and functionalization are in constant demand. In this short review, recent state-of-the-art achievements in the chemistry of isoxazoline N-oxides, 1,2,3-triazole 1-oxides and 1,2,5-oxadiazole 2-oxides are summarized. The main routes involving transition-metal-catalyzed and metal-free functionalization protocols along with mechanistic considerations are outlined. The transformations of these hetarene N-oxide rings as precursors to other nitrogen heterocyclic systems are also presented. 1 Introduction 2 Isoxazoline N-Oxides 3 1,2,3-Triazole 1-Oxides 4 1,2,5-Oxadiazole 2-Oxides 5 Conclusion Key words Key wordsnitrogen heterocycles - isoxazolines - 1,2,3-triazoles - 1,2,5-oxadiazoles - C–H functionalization - ring cleavage - cycloaddition Full Text References References 1a Smith JM, Dixon JA, deGruyter JN, Baran PS. J. Med. Chem. 2019; 62: 2256 1b Krska SW, DiRocco DA, Dreher SD, Shevlin M. Acc. Chem. 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