N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles

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

doi:10.1021/jo0524831

N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles

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

Chemistry

Research output: Contribution to journal › Article › peer-review

53 Scopus citations

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 language	English (US)
Pages (from-to)	2687-2689
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	71
Issue number	7
DOIs	https://doi.org/10.1021/jo0524831
State	Published - Apr 1 2006

ASJC Scopus subject areas

Organic Chemistry

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title = "N,N-bond-forming heterocyclization: Synthesis of 3-alkoxy-2H-indazoles",

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%).",

author = "Mills, {Aaron D.} and Nazer, {Musa Z.} and Haddadin, {Makhluf J.} and Kurth, {Mark J.}",

year = "2006",

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AU - Haddadin, Makhluf J.

AU - Kurth, Mark J.

PY - 2006/4/1

Y1 - 2006/4/1

N2 - 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%).

AB - 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%).

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