N,N-bond-forming heterocyclization

Synthesis of 3-alkoxy-2H-indazoles

Aaron D. Mills, Musa Z. Nazer, Makhluf J. Haddadin, Mark J. Kurth

Research output: Contribution to journal › Article

49 Citations (Scopus)

Abstract

A one-step heterocyclization of o-nitrobenzylamines to 3-alkoxy-2H- indazoles is reported. The electronic nature of the nitrophenyl group, the steric and electronic nature of the R1-functionalized benzylic amine, and the nature of the alcoholic solvent affect the efficiency of this heterocyclization reaction (∼40-90%).

Original languageEnglish (US)
Pages (from-to)2687-2689
Number of pages3
JournalJournal of Organic Chemistry
Volume71
Issue number7
DOIs
StatePublished - Apr 1 2006

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Indazoles
Amines
alkoxyl radical

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Mills, A. D., Nazer, M. Z., Haddadin, M. J., & Kurth, M. J. (2006). N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles. Journal of Organic Chemistry, 71(7), 2687-2689. https://doi.org/10.1021/jo0524831

N,N-bond-forming heterocyclization : Synthesis of 3-alkoxy-2H-indazoles. / Mills, Aaron D.; Nazer, Musa Z.; Haddadin, Makhluf J.; Kurth, Mark J.

In: Journal of Organic Chemistry, Vol. 71, No. 7, 01.04.2006, p. 2687-2689.

Research output: Contribution to journal › Article

Mills, AD, Nazer, MZ, Haddadin, MJ & Kurth, MJ 2006, 'N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles', Journal of Organic Chemistry, vol. 71, no. 7, pp. 2687-2689. https://doi.org/10.1021/jo0524831
Mills AD, Nazer MZ, Haddadin MJ, Kurth MJ. N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles. Journal of Organic Chemistry. 2006 Apr 1;71(7):2687-2689. https://doi.org/10.1021/jo0524831
Mills, Aaron D. ; Nazer, Musa Z. ; Haddadin, Makhluf J. ; Kurth, Mark J. / N,N-bond-forming heterocyclization : Synthesis of 3-alkoxy-2H-indazoles. In: Journal of Organic Chemistry. 2006 ; Vol. 71, No. 7. pp. 2687-2689.
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