Organic Letters

, volume 7 , issue 3 , pages 475-477

Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of 1-Aryl-1H-benzotriazoles

Zhong-Yi Chen ¹

Ming Jung Wu ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

Faculty of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung, Taiwan |

Publication type: Journal Article

Publication date: 2005-01-12

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/ol047563q

Copy DOI

PubMed ID: 15673268

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A novel tandem cascade reaction involving 1,3-dipolar cycloaddition reaction, anionic cyclization, and sigmatropic rearrangement for the synthesis of 1-aryl-1H-benzotriazoles 2 and 3 was accomplished by treatment of the (Z)-1-aryl-3-henen-1,5-diynes (1) with sodium azide in DMF or DMSO at 80 °C for 12 h and gives 65−91% yields.

Found

1 citation

Beloglazkina Elena

DSc in Chemistry, professor

296 publications, 3 248 citations, 11 reviews

h-index: 29

Lomonosov Moscow State University

1 citation

Luponosov Yuriy

🥼 🤝

DSc in Chemistry

113 publications, 2 526 citations, 13 reviews

h-index: 27

Enikolopov Institute of Synthetic Polymeric Materials of the Russian Academy of Sciences

1 citation

Vil' Vera

PhD in Chemistry

86 publications, 1 967 citations, 3 reviews

h-index: 24

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Organic Chemistry

1 citation

Yaremenko Ivan

PhD in Chemistry

60 publications, 1 567 citations, 5 reviews

h-index: 24

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Organic Chemistry

1 citation

Gorbunova Yuliya

DSc in Chemistry, professor, full member of the Russian Academy of Sciences

284 publications, 4 398 citations, 65 reviews

h-index: 34

Lomonosov Moscow State University

Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences

A.N. Frumkin Institute of Physical Chemistry and Electrochemistry of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Lanthanides

Supramolecular chemistry

Tetrapyrrolic compounds

1 citation

Volcho Konstantin

DSc in Chemistry, professor of the Russian Academy of Sciences

279 publications, 3 898 citations, 65 reviews

h-index: 31

N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Danilkina Natalia

44 publications, 625 citations

h-index: 14

Saint Petersburg State University

Research interests

Bioorganic chemistry

Click chemistry

Heterocyclic compounds

Medicinal Chemistry

Organic Chemistry

1 citation

Osipov Sergey

DSc in Chemistry

138 publications, 2 739 citations, 3 reviews

h-index: 29

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

1 citation

Gazizov Almir

🥼

DSc in Chemistry

157 publications, 889 citations, 23 reviews

h-index: 14

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Heterocyclic compounds

Organic Chemistry

Organophosphorus chemistry

1 citation

Karasik Andrey

DSc in Chemistry, professor, associate member of the Russian Academy of Sciences

224 publications, 2 599 citations

h-index: 26

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Coordination Chemistry

Luminescence

Phosphorus ligands

1 citation

Dotsenko Viktor

DSc in Chemistry, professor

244 publications, 2 741 citations, 2 reviews

h-index: 22

North Caucasus Federal University

Kuban State University

Research interests

Active methylene compounds

Biological activity

Heterocyclic compounds

Malononitrile

Selenoamides

Thioamides

1 citation

Zagidullin Almaz

🥼 🤝

PhD in Chemistry

81 publications, 884 citations

h-index: 17

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

Chemistry of organic and organoelement compounds; chemistry of polymers; production of materials

Coordination chemistry of phosphorus

Organoelement chemistry

Organophosphorus chemistry

Synthesis of chiral phosphorus-containing ligands

1 citation

Aksenov Aleksandr

🥼 🤝

DSc in Chemistry, professor

243 publications, 2 187 citations, 15 reviews

h-index: 24

North Caucasus Federal University

Research interests

Medicinal Chemistry

Organic Chemistry

1 citation

Sosnovskikh Vyacheslav

DSc in Chemistry, professor

355 publications, 4 721 citations

h-index: 30

Ural Federal University

1 citation

Ilkin Vladimir

PhD in Chemistry

16 publications, 187 citations

h-index: 7

Ural Federal University

Research interests

Catalysis

Heterocyclic compounds

Organic Chemistry

Synthetic Organic Chemistry

1 citation

Krylov Igor

PhD in Chemistry

78 publications, 1 885 citations, 18 reviews

h-index: 25

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Green chemistry

Organic Chemistry

Organic electrochemistry

Organic synthesis

Photochemistry

Plant protection

1 citation

Tikhomirov Alexander

🥼 🤝

DSc in Chemistry, associate professor

59 publications, 920 citations

h-index: 17

Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

Research interests

Medicinal Chemistry

1 citation

Ivanov Andrey

54 publications, 534 citations

h-index: 12

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

1 citation

Buev Evgeny

PhD in Chemistry

31 publications, 346 citations, 2 reviews

h-index: 9

Ural Federal University

Research interests

Chemistry of nitrogen-containing heterocycles

Organic Chemistry

Organic synthesis

Top-30

Journals

	1 2 3 4 5 6 7 8 9
Acta Crystallographica Section E Structure Reports Online	Acta Crystallographica Section E Structure Reports Online, 9, 17.65% Acta Crystallographica Section E Structure Reports Online 9 publications, 17.65%
Organic Letters	Organic Letters, 5, 9.8% Organic Letters 5 publications, 9.8%
Tetrahedron	Tetrahedron, 4, 7.84% Tetrahedron 4 publications, 7.84%
Organic and Biomolecular Chemistry	Organic and Biomolecular Chemistry, 4, 7.84% Organic and Biomolecular Chemistry 4 publications, 7.84%
Tetrahedron Letters	Tetrahedron Letters, 2, 3.92% Tetrahedron Letters 2 publications, 3.92%
Journal of Heterocyclic Chemistry	Journal of Heterocyclic Chemistry, 2, 3.92% Journal of Heterocyclic Chemistry 2 publications, 3.92%
Chemistry - A European Journal	Chemistry - A European Journal, 2, 3.92% Chemistry - A European Journal 2 publications, 3.92%
Synthetic Communications	Synthetic Communications, 2, 3.92% Synthetic Communications 2 publications, 3.92%
Chemistry of Heterocyclic Compounds	Chemistry of Heterocyclic Compounds, 1, 1.96% Chemistry of Heterocyclic Compounds 1 publication, 1.96%
European Journal of Medicinal Chemistry	European Journal of Medicinal Chemistry, 1, 1.96% European Journal of Medicinal Chemistry 1 publication, 1.96%
ChemCatChem	ChemCatChem, 1, 1.96% ChemCatChem 1 publication, 1.96%
ChemInform	ChemInform, 1, 1.96% ChemInform 1 publication, 1.96%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 1, 1.96% European Journal of Organic Chemistry 1 publication, 1.96%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 1, 1.96% Advanced Synthesis and Catalysis 1 publication, 1.96%
Journal of the American Chemical Society	Journal of the American Chemical Society, 1, 1.96% Journal of the American Chemical Society 1 publication, 1.96%
Journal of Organic Chemistry	Journal of Organic Chemistry, 1, 1.96% Journal of Organic Chemistry 1 publication, 1.96%
Chemical Communications	Chemical Communications, 1, 1.96% Chemical Communications 1 publication, 1.96%
RSC Advances	RSC Advances, 1, 1.96% RSC Advances 1 publication, 1.96%
Progress in Heterocyclic Chemistry	Progress in Heterocyclic Chemistry, 1, 1.96% Progress in Heterocyclic Chemistry 1 publication, 1.96%
Zeitschrift fur Kristallographie - New Crystal Structures	Zeitschrift fur Kristallographie - New Crystal Structures, 1, 1.96% Zeitschrift fur Kristallographie - New Crystal Structures 1 publication, 1.96%
ChemistrySelect	ChemistrySelect, 1, 1.96% ChemistrySelect 1 publication, 1.96%
Advanced Materials Research	Advanced Materials Research, 1, 1.96% Advanced Materials Research 1 publication, 1.96%
Heterocycles	Heterocycles, 1, 1.96% Heterocycles 1 publication, 1.96%
Asian Journal of Organic Chemistry	Asian Journal of Organic Chemistry, 1, 1.96% Asian Journal of Organic Chemistry 1 publication, 1.96%
Synlett	Synlett, 1, 1.96% Synlett 1 publication, 1.96%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 1.96% Russian Chemical Reviews 1 publication, 1.96%
	1 2 3 4 5 6 7 8 9

Publishers

	2 4 6 8 10 12 14
Wiley	Wiley, 13, 25.49% Wiley 13 publications, 25.49%
International Union of Crystallography (IUCr)	International Union of Crystallography (IUCr), 9, 17.65% International Union of Crystallography (IUCr) 9 publications, 17.65%
Elsevier	Elsevier, 8, 15.69% Elsevier 8 publications, 15.69%
American Chemical Society (ACS)	American Chemical Society (ACS), 7, 13.73% American Chemical Society (ACS) 7 publications, 13.73%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 6, 11.76% Royal Society of Chemistry (RSC) 6 publications, 11.76%
Taylor & Francis	Taylor & Francis, 2, 3.92% Taylor & Francis 2 publications, 3.92%
Springer Nature	Springer Nature, 1, 1.96% Springer Nature 1 publication, 1.96%
Walter de Gruyter	Walter de Gruyter, 1, 1.96% Walter de Gruyter 1 publication, 1.96%
Trans Tech Publications	Trans Tech Publications, 1, 1.96% Trans Tech Publications 1 publication, 1.96%
The Japan Institute of Heterocyclic Chemistry	The Japan Institute of Heterocyclic Chemistry, 1, 1.96% The Japan Institute of Heterocyclic Chemistry 1 publication, 1.96%
Georg Thieme Verlag KG	Georg Thieme Verlag KG, 1, 1.96% Georg Thieme Verlag KG 1 publication, 1.96%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 1.96% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 1.96%
	2 4 6 8 10 12 14

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

Chen Z., Wu M. J. Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of 1-Aryl-1H-benzotriazoles // Organic Letters. 2005. Vol. 7. No. 3. pp. 475-477.

GOST all authors (up to 50) Copy

Chen Z., Wu M. J. Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of 1-Aryl-1H-benzotriazoles // Organic Letters. 2005. Vol. 7. No. 3. pp. 475-477.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1021/ol047563q

UR - https://doi.org/10.1021/ol047563q

TI - Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of 1-Aryl-1H-benzotriazoles

T2 - Organic Letters

AU - Chen, Zhong-Yi

AU - Wu, Ming Jung

PY - 2005

DA - 2005/01/12

PB - American Chemical Society (ACS)

SP - 475-477

IS - 3

VL - 7

PMID - 15673268

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2005_Chen,

author = {Zhong-Yi Chen and Ming Jung Wu},

title = {Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of 1-Aryl-1H-benzotriazoles},

journal = {Organic Letters},

year = {2005},

volume = {7},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://doi.org/10.1021/ol047563q},

number = {3},

pages = {475--477},

doi = {10.1021/ol047563q}

}

MLA

Cite this

MLA Copy

Chen, Zhong-Yi, and Ming Jung Wu. “Reaction of (Z)-1-Aryl-3-hexen-1,5-diynes with Sodium Azide: Synthesis of 1-Aryl-1H-benzotriazoles.” Organic Letters, vol. 7, no. 3, Jan. 2005, pp. 475-477. https://doi.org/10.1021/ol047563q.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)