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

54 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

Access to Document

10.1021/jo0524831

Cite this

@article{b8a0e35a9e7a4c4d9a5e0c6d31e44371,

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",

month = apr,

day = "1",

doi = "10.1021/jo0524831",

language = "English (US)",

volume = "71",

pages = "2687--2689",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - N,N-bond-forming heterocyclization

T2 - Synthesis of 3-alkoxy-2H-indazoles

AU - Mills, Aaron D.

AU - Nazer, Musa Z.

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%).

UR - http://www.scopus.com/inward/record.url?scp=33645529315&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33645529315&partnerID=8YFLogxK

U2 - 10.1021/jo0524831

DO - 10.1021/jo0524831

M3 - Article

C2 - 16555821

AN - SCOPUS:33645529315

VL - 71

SP - 2687

EP - 2689

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 7

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this