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Christmann, M. et al.: 2020 Science of Synthesis, 2020/2: Knowledge Updates 2020/2 DOI: 10.1055/sos-SD-132-00244
Knowledge Updates 2020/2

32.3.4.2 1-Nitrogen-Functionalized 2-Haloalkenes (Update 2020)

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Editors: Christmann, M.; Huang, Z.; Joule, J. A.; Li, C.-J.; Li, J. J.; Marschner, C.; Petersson, E. J.; Reissig, H.-U.; Terent'ev, A. O.

Authors: Ambhaikar, N. B.; Campagne, J. M.; Celik, I. E.; Dembitsky, V. M.; Graham, M. A.; Holzschneider, K.; Jaschinski, M.; Kipke, W.; Kirsch, S. F.; Kunz, K.; Leclerc, E.; Li, G.; Li, Z.; Makow, J.; Müller, T.; Ochoa, C. I.; Ramirez y Medina, I.-M.; Rayner, C. M.; Staubitz, A.; Sun, X.-L.; Szostak, M.; Tambar, U. K.; Tian, T.; Tong, M. L.; Wang, X.-Y.; Yaremenko, I. A.; Yoshikai, N.

Title: Knowledge Updates 2020/2

Print ISBN: 9783132435612; Online ISBN: 9783132435636; Book DOI: 10.1055/b000000103

1st edition © 2020 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Knowledge Updates



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

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Abstract

This chapter is an update to the earlier Science of Synthesis contribution (Section 32.3.4) describing general synthetic methods to access 1-nitrogen-functionalized 2-haloalkenes. It puts a new focus on recent synthetic developments for this rather broad class of compounds, covering the literature from 2008 until 2018. The contents are broadly categorized by discussing methods of synthesis first, followed by specific reactivities. The synthetic methods section is arranged according to the number of substituents attached to the alkene core. Due to the vast number of examples in the literature, the current overview represents a selection of methods. In particular, when describing reactivities with 1-nitrogen-functionalized 2-haloalkenes, only archetypical examples are shown, while explicit variants are omitted.

Key words

alkenes - enamines - haloalkenes - halogenation - cross coupling - elimination reactions - Michael addition - metathesis - Wittig alkenation
 
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