Tetrahedron Letters, volume 61, issue 45, pages 152490

Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde

Vikrishchuk Natalia I ¹

Gazieva Galina A. ²

Shilov Gennady V

Tkachev Valerii V ³

Borodkin Gennady S ⁴

Shilov G. V. ³

Hide authors affiliations Show authors affiliations: 4 affiliations

Chemical Department of Southern Federal University, 7 Zorge Street, 344090 Rostov-on-Don, Russian Federation |

N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences 47 Leninsky prosp. 119991 Moscow Russian Federation |

Institute of Problems of Chemical Physics of the Russian Academy of Sciences, Chernogolovka 142432, Russian Federation |

⁴

Institute of Physical and Organic Chemistry at Southern Federal University, 194/2 Stachka Ave., 344090 Rostov on Don, Russian Federation |

Publication type: Journal Article

Publication date: 2020-11-01

Elsevier

Journal: Tetrahedron Letters

Quartile SCImago

Quartile WOS

Impact factor: 1.8

ISSN: 00404039, 18733581

DOI: 10.1016/j.tetlet.2020.152490

Copy DOI

Organic Chemistry

Drug Discovery

Biochemistry

Abstract

Abstract As a result of the reaction of 2-chloro-1H-indole-3-carbaldehydes with 4-amino-5-alkyl-4H-1,2,4-triazole-3-thiols in DMF, representatives of a new heterocyclic system, 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-one, were obtained. The reaction proceeds unusually, with a the release of an ammonia molecule. The structure of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones was established by X-ray diffraction. The obtained compounds contain rutalexin scaffold in the structure and are promising in terms of biological activity.

By date By citations

Citations by journals

	1
Topics in Current Chemistry	Topics in Current Chemistry, 1, 33.33% Topics in Current Chemistry 1 publication, 33.33%
Progress in Heterocyclic Chemistry	Progress in Heterocyclic Chemistry, 1, 33.33% Progress in Heterocyclic Chemistry 1 publication, 33.33%
ChemistrySelect	ChemistrySelect, 1, 33.33% ChemistrySelect 1 publication, 33.33%
	1

Citations by publishers

	1
Springer Nature	Springer Nature, 1, 33.33% Springer Nature 1 publication, 33.33%
Elsevier	Elsevier, 1, 33.33% Elsevier 1 publication, 33.33%
Wiley	Wiley, 1, 33.33% Wiley 1 publication, 33.33%
	1

We do not take into account publications that without a DOI.
Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
Statistics recalculated weekly.

{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2021,2022,2023],"ids":[0,0,0],"codes":[0,0,0],"imageUrls":["","",""],"datasets":[{"label":"Citations number","data":[1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":["33.33","33.33","33.33"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Topics in Current Chemistry","Progress in Heterocyclic Chemistry","ChemistrySelect"],"ids":[23927,17224,8021],"codes":[0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp"],"datasets":[{"label":"","data":[1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":[33.33,33.33,33.33],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Springer Nature","Elsevier","Wiley"],"ids":[8,17,11],"codes":[0,0,0],"imageUrls":["\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp"],"datasets":[{"label":"","data":[1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":[33.33,33.33,33.33],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}

Metrics

Cite this

GOST |

Cite this

GOST Copy

Vikrishchuk N. I. et al. Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde // Tetrahedron Letters. 2020. Vol. 61. No. 45. p. 152490.

GOST all authors (up to 50) Copy

Vikrishchuk N. I., Tkachev V. V., Borodkin G. S., Gazieva G. A., Shilov G. V., Shilov G. V. Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde // Tetrahedron Letters. 2020. Vol. 61. No. 45. p. 152490.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1016/j.tetlet.2020.152490

UR - https://doi.org/10.1016%2Fj.tetlet.2020.152490

TI - Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde

T2 - Tetrahedron Letters

AU - Vikrishchuk, Natalia I

AU - Tkachev, Valerii V

AU - Borodkin, Gennady S

AU - Gazieva, Galina A.

AU - Shilov, Gennady V

AU - Shilov, G. V.

PY - 2020

DA - 2020/11/01 00:00:00

PB - Elsevier

SP - 152490

IS - 45

VL - 61

SN - 0040-4039

SN - 1873-3581

ER -

BibTex |

Cite this

BibTex Copy

@article{2020_Vikrishchuk,

author = {Natalia I Vikrishchuk and Valerii V Tkachev and Gennady S Borodkin and Galina A. Gazieva and Gennady V Shilov and G. V. Shilov},

title = {Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde},

journal = {Tetrahedron Letters},

year = {2020},

volume = {61},

publisher = {Elsevier},

month = {nov},

url = {https://doi.org/10.1016%2Fj.tetlet.2020.152490},

number = {45},

pages = {152490},

doi = {10.1016/j.tetlet.2020.152490}

}

MLA

Cite this

MLA Copy

Vikrishchuk, Natalia I., et al. “Synthesis of 1,2,4-triazolo[5′,1′:2,3][1,3]thiazino[6,5-b]indol-10(5H)-ones based on 2-chloro-1H-indole-3-carbaldehyde.” Tetrahedron Letters, vol. 61, no. 45, Nov. 2020, p. 152490. https://doi.org/10.1016%2Fj.tetlet.2020.152490.

Found error?

Publisher

Elsevier

Journal

Tetrahedron Letters

Quartile SCImago

Quartile WOS

Impact factor

1.8

ISSN

00404039 (Print)
18733581 (Electronic)

Profiles