Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives

Abed HB, Weissing N, Schoene J, Paulus J, Sewald N, Nazare M (2018)
Tetrahedron Letters 59(19): 1813-1815.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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DOI
Autor*in
Abed, Hassen Bel; Weissing, Nils; Schoene, Jens; Paulus, Jannik; Sewald, NorbertUniBi ; Nazare, Marc
Einrichtung
Fakultät für Chemie > Organische Chemie III
Abstract / Bemerkung
A simple and novel methodology for the synthesis of 3-perfluoroalkylated-2H-indazole derivatives has been elaborated. The perfluoroalkylation of readily available 2-nitrobenzaldimines bearing electron donating groups was performed using the Ruppert-Prakash reagent and its analogues to afford alpha-difluo-romethylated, alpha-trifluoromethylated and alpha-pentafluoroethylated benzylamines. A final reductive cyclization mediated by SnCl2.2H(2)O led to 2H-indazoles containing perfluoroalkyl groups via the generation of a new N-N bond in moderate to good yields. (C) 2018 Elsevier Ltd. All rights reserved.
Stichworte
2H-Indazole; Perfluoroalkylation; N-N bond formation; Ruppert-Prakash; reagent; Reductive cyclization
Erscheinungsjahr
2018
Zeitschriftentitel
Tetrahedron Letters
Band
59
Ausgabe
19
Seite(n)
1813-1815
ISSN
0040-4039
Page URI
https://pub.uni-bielefeld.de/record/2920312

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Abed HB, Weissing N, Schoene J, Paulus J, Sewald N, Nazare M. Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives. Tetrahedron Letters. 2018;59(19):1813-1815.
Abed, H. B., Weissing, N., Schoene, J., Paulus, J., Sewald, N., & Nazare, M. (2018). Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives. Tetrahedron Letters, 59(19), 1813-1815. doi:10.1016/j.tetlet.2018.03.051
Abed, Hassen Bel, Weissing, Nils, Schoene, Jens, Paulus, Jannik, Sewald, Norbert, and Nazare, Marc. 2018. “Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives”. Tetrahedron Letters 59 (19): 1813-1815.
Abed, H. B., Weissing, N., Schoene, J., Paulus, J., Sewald, N., and Nazare, M. (2018). Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives. Tetrahedron Letters 59, 1813-1815.
Abed, H.B., et al., 2018. Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives. Tetrahedron Letters, 59(19), p 1813-1815.
H.B. Abed, et al., “Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives”, Tetrahedron Letters, vol. 59, 2018, pp. 1813-1815.
Abed, H.B., Weissing, N., Schoene, J., Paulus, J., Sewald, N., Nazare, M.: Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives. Tetrahedron Letters. 59, 1813-1815 (2018).
Abed, Hassen Bel, Weissing, Nils, Schoene, Jens, Paulus, Jannik, Sewald, Norbert, and Nazare, Marc. “Novel strategy for the preparation of 3-perfluoroalkylated-2H-indazole derivatives”. Tetrahedron Letters 59.19 (2018): 1813-1815.
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