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Christmann, M. et al.: 2020 Science of Synthesis: Knowledge Updates 2020/2 DOI: 10.1055/sos-SD-140-00304
Knowledge Updates 2020/2

40.1.1.4.3 Synthesis of Amines by Rearrangement (Update 2020)

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

Authors: Ambhaikar, N.; Campagne, J.-M.; Celik, I.; Dembitsky, V.; Graham, M.; Holzschneider, K.; Jaschinski, M.; Kipke, W.; Kirsch, S.; 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.; Wang, X.-Y.; Yaremenko, I.; 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.; Nevado, C.; Trost, B. M.; You, S.

Type: Multivolume Edition

Also available at
 

Abstract

The synthesis of amines is one of the most important areas of research in organic chemistry due to the prevalence of nitrogen atoms in many functional molecules, including natural products, pharmaceutical drugs, and agrochemicals. The synthesis of amines through rearrangement reactions has been heavily researched and discussed over the past few decades. One of the most comprehensive reviews of this topic was included in Science of Synthesis (Section 40.1.1.4). The purpose of this review is to provide an up-to-date account of new methods and synthetic developments in amine rearrangement reactions within the last decade. Over this period of time, new chemistry has been developed which was not discussed in any particular section in the original account on this topic. Thus, this chapter serves as a supplementary document to the earlier review but is also a source of new synthetic strategies not discussed previously. The chapter is arranged in two sections: rearrangements from carbon to nitrogen, and rearrangements from nitrogen to carbon.

Key words

amines - rearrangements - Stevens rearrangement - Sommelet—Hauser rearrangement - aza-Wittig rearrangement - Overman rearrangement - Beckmann rearrangement - Hofmann rearrangement - Lossen rearrangement - Curtius rearrangement
 
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