Chemistry - A European Journal

, volume 24 , issue 36 , pages 9090-9100

A General One-Pot Synthesis of 2H -Indazoles Using an Organophosphorus-Silane System

Jens Schoene ¹

Hassen Bel Abed ¹

Peter Schmieder ¹

Mathias Christmann ²

Marc Nazaré ^{1, 3}

Hide authors affiliations Show authors affiliations: 3 affiliations

Departments of Chemical Biology and Structural Biology; Leibniz-Forschungsinstitut für Molekulare Pharmakologie (FMP), Campus Berlin-Buch; Robert-Roessle-Str. 10 13125 Berlin Germany |

Institut für Chemie und Biochemie, Organische Chemie; Freie Universität Berlin; Takustrasse. 3 14195 Berlin Germany |

Berlin Institute of Health (BIH); Anna-Louisa-Karsch-Str. 2, 10178 Kapelle-Ufer 2 10117 Berlin Germany |

Publication type: Journal Article

Publication date: 2018-06-06

Wiley

Chemistry - A European Journal

scimago Q1

wos Q2

SJR: 0.981

CiteScore: 6.7

Impact factor: 3.7

ISSN: 09476539, 15213765

DOI: 10.1002/chem.201800763

Copy DOI

PubMed ID: 29644761

General Chemistry

Catalysis

Organic Chemistry

Abstract

A simple and direct approach for the regioselective construction of the privileged 2H-indazole scaffold is described. The developed one-pot strategy involves phospholene-mediated N-N bond formation to access 2H-indazoles. The amount of organophosphorus reagent was minimized by recycling the phospholene oxide with organosilane reductants. Starting from functionalized 2-nitrobenzaldehydes and primary amines, a mild reductive cyclization, involving the use of commercially available phospholene oxide and silanes, delivered a wide variety of substituted 2H-indazoles in good to excellent yields.

Found

Top-30

Journals

	1 2 3
ChemistrySelect	ChemistrySelect, 3, 8.33% ChemistrySelect 3 publications, 8.33%
Journal of Organic Chemistry	Journal of Organic Chemistry, 3, 8.33% Journal of Organic Chemistry 3 publications, 8.33%
Journal of the American Chemical Society	Journal of the American Chemical Society, 3, 8.33% Journal of the American Chemical Society 3 publications, 8.33%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 2, 5.56% Advanced Synthesis and Catalysis 2 publications, 5.56%
Organic Letters	Organic Letters, 2, 5.56% Organic Letters 2 publications, 5.56%
Phosphorus, Sulfur and Silicon and the Related Elements	Phosphorus, Sulfur and Silicon and the Related Elements, 2, 5.56% Phosphorus, Sulfur and Silicon and the Related Elements 2 publications, 5.56%
Beilstein Journal of Organic Chemistry	Beilstein Journal of Organic Chemistry, 1, 2.78% Beilstein Journal of Organic Chemistry 1 publication, 2.78%
Current Organic Chemistry	Current Organic Chemistry, 1, 2.78% Current Organic Chemistry 1 publication, 2.78%
Chemistry Letters	Chemistry Letters, 1, 2.78% Chemistry Letters 1 publication, 2.78%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 1, 2.78% Organic and Biomolecular Chemistry 1 publication, 2.78%
Chinese Journal of Organic Chemistry	Chinese Journal of Organic Chemistry, 1, 2.78% Chinese Journal of Organic Chemistry 1 publication, 2.78%
Molecules	Molecules, 1, 2.78% Molecules 1 publication, 2.78%
Green Synthesis and Catalysis	Green Synthesis and Catalysis, 1, 2.78% Green Synthesis and Catalysis 1 publication, 2.78%
ChemMedChem	ChemMedChem, 1, 2.78% ChemMedChem 1 publication, 2.78%
Chemistry - A European Journal	Chemistry - A European Journal, 1, 2.78% Chemistry - A European Journal 1 publication, 2.78%
Drug Development Research	Drug Development Research, 1, 2.78% Drug Development Research 1 publication, 2.78%
Accounts of Chemical Research	Accounts of Chemical Research, 1, 2.78% Accounts of Chemical Research 1 publication, 2.78%
Organic Chemistry Frontiers	Organic Chemistry Frontiers, 1, 2.78% Organic Chemistry Frontiers 1 publication, 2.78%
RSC Advances	RSC Advances, 1, 2.78% RSC Advances 1 publication, 2.78%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 2.78% Russian Chemical Reviews 1 publication, 2.78%
Bulletin of the Chemical Society of Japan	Bulletin of the Chemical Society of Japan, 1, 2.78% Bulletin of the Chemical Society of Japan 1 publication, 2.78%
Angewandte Chemie - International Edition	Angewandte Chemie - International Edition, 1, 2.78% Angewandte Chemie - International Edition 1 publication, 2.78%
Angewandte Chemie	Angewandte Chemie, 1, 2.78% Angewandte Chemie 1 publication, 2.78%
Journal of Heterocyclic Chemistry	Journal of Heterocyclic Chemistry, 1, 2.78% Journal of Heterocyclic Chemistry 1 publication, 2.78%
	1 2 3

Publishers

	2 4 6 8 10 12
Wiley	Wiley, 12, 33.33% Wiley 12 publications, 33.33%
American Chemical Society (ACS)	American Chemical Society (ACS), 9, 25% American Chemical Society (ACS) 9 publications, 25%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 3, 8.33% Royal Society of Chemistry (RSC) 3 publications, 8.33%
Elsevier	Elsevier, 3, 8.33% Elsevier 3 publications, 8.33%
Oxford University Press	Oxford University Press, 2, 5.56% Oxford University Press 2 publications, 5.56%
Taylor & Francis	Taylor & Francis, 2, 5.56% Taylor & Francis 2 publications, 5.56%
Beilstein-Institut	Beilstein-Institut, 1, 2.78% Beilstein-Institut 1 publication, 2.78%
Bentham Science Publishers Ltd.	Bentham Science Publishers Ltd., 1, 2.78% Bentham Science Publishers Ltd. 1 publication, 2.78%
Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 1, 2.78% Shanghai Institute of Organic Chemistry 1 publication, 2.78%
MDPI	MDPI, 1, 2.78% MDPI 1 publication, 2.78%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 2.78% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 2.78%
	2 4 6 8 10 12

We do not take into account publications without a DOI.
Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.

Metrics

Cite this

GOST |

Cite this

GOST Copy

Schoene J. et al. A General One-Pot Synthesis of 2H -Indazoles Using an Organophosphorus-Silane System // Chemistry - A European Journal. 2018. Vol. 24. No. 36. pp. 9090-9100.

GOST all authors (up to 50) Copy

Schoene J., Bel Abed H., Schmieder P., Christmann M., Nazaré M. A General One-Pot Synthesis of 2H -Indazoles Using an Organophosphorus-Silane System // Chemistry - A European Journal. 2018. Vol. 24. No. 36. pp. 9090-9100.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1002/chem.201800763

UR - https://doi.org/10.1002/chem.201800763

TI - A General One-Pot Synthesis of 2H -Indazoles Using an Organophosphorus-Silane System

T2 - Chemistry - A European Journal

AU - Schoene, Jens

AU - Bel Abed, Hassen

AU - Schmieder, Peter

AU - Christmann, Mathias

AU - Nazaré, Marc

PY - 2018

DA - 2018/06/06

PB - Wiley

SP - 9090-9100

IS - 36

VL - 24

PMID - 29644761

SN - 0947-6539

SN - 1521-3765

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2018_Schoene,

author = {Jens Schoene and Hassen Bel Abed and Peter Schmieder and Mathias Christmann and Marc Nazaré},

title = {A General One-Pot Synthesis of 2H -Indazoles Using an Organophosphorus-Silane System},

journal = {Chemistry - A European Journal},

year = {2018},

volume = {24},

publisher = {Wiley},

month = {jun},

url = {https://doi.org/10.1002/chem.201800763},

number = {36},

pages = {9090--9100},

doi = {10.1002/chem.201800763}

}

MLA

Cite this

MLA Copy

Schoene, Jens, et al. “A General One-Pot Synthesis of 2H -Indazoles Using an Organophosphorus-Silane System.” Chemistry - A European Journal, vol. 24, no. 36, Jun. 2018, pp. 9090-9100. https://doi.org/10.1002/chem.201800763.

Publisher

Wiley

Journal

Chemistry - A European Journal

scimago Q1

wos Q2

SJR

0.981

CiteScore

6.7

Impact factor

3.7

ISSN

09476539 (Print)

15213765 (Electronic)