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Synthesis of Biologically Active Heterocycles via a Domino Sequence Involving an SN2/Thorpe–Ziegler Reaction Step

Н. И. Ларионова, А. М. Шестопалов, L. A. Rodinovskaya, A. A. Zubarev

2021Synthesis18 citationsDOI

Abstract

Abstract This review highlights methods for the synthesis of five- and six-membered heterocycles and their annulated analogues. These methods are based on anionic domino reactions that have a common step: an SN2/Thorpe–Ziegler reaction. In addition, data on the biological activity of these heterocycles are summarized. 1 Introduction 2 Synthesis of Thiophenes, Pyrroles, Furans and Other Heterocycles 2.1 Synthesis of 3-Aminothiophenes 2.2 Synthesis of 3-Aminopyrroles 2.3 Synthesis of 3-Aminofurans 3 Synthesis of Bicyclic Heterocyclic Systems 3.1 Thiophenes, Pyrroles and Furans Fused with Five-Membered Heterocycles 3.2 Thiophenes, Pyrroles and Furans Fused with Six-Membered Heterocycles 4 Synthesis of Heterocyclic Compounds Using Three-Step Domino Reactions 5 Synthesis of Heterocyclic Compounds Based on a Combination of Two Domino Reactions 6 Miscellaneous 7 Conclusion

Topics & Concepts

ChemistryDominoSN2 reactionChemical synthesisCascade reactionBicyclic moleculeCombinatorial chemistryBiological activityThiopheneFuranOrganic chemistryCatalysisIn vitroBiochemistrySynthesis of heterocyclic compoundsMulticomponent Synthesis of HeterocyclesSynthesis and biological activity