Open Access

RSC Advances

, volume 10 , issue 31 , pages 18440-18450

Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones

Nicolai A. Aksenov ^{1, 2, 3, 4, 5}

Dmitrii A Aksenov ^{1, 2, 3, 4, 5}

Nikolai A Arutiunov ¹

Daria S Aksenova ^{1, 2, 3, 4, 5}

Alexander V. Aksenov ^{1, 2, 3, 4, 5}

Michael Rubin ^{1, 2, 3, 4, 5, 6}

Hide authors affiliations Show authors affiliations: 6 affiliations

Department of Chemistry, North Caucasus Federal University, 1a Pushkin St., Stavropol 355009, Russian Federation |

DEPARTMENT OF CHEMISTRY

North Caucasus Federal University |

⁴

Stavropol 355009 |

⁵

RUSSIAN FEDERATION |

⁶

Department of Chemistry, University of Kansas, 1567 Irving Hill Rd., Lawrence, KS 66045-7582, USA |

Publication type: Journal Article

Publication date: 2020-05-14

Royal Society of Chemistry (RSC)

RSC Advances

scimago Q1

wos Q2

SJR: 0.777

CiteScore: 7.6

Impact factor: 4.6

ISSN: 20462069

DOI: 10.1039/d0ra03520c

Copy DOI

PubMed ID: 35517232

General Chemistry

General Chemical Engineering

Abstract

An original, facile, and highly efficient method for the preparation of 2-(3-oxoindolin-2-ylidene)acetonitriles from ortho-nitrochalcones is described. The featured transformation is a triggered Michael addition of the cyanide anion to the chalcone followed by a cascade cyclization mechanistically related to the Baeyer–Drewson reaction.

Found

8 citations

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

3 citations

Kurenkov Igor

12 publications, 84 citations

h-index: 7

North Caucasus Federal University

Research interests

Heterocyclic compounds

Organic Chemistry

Synthesis

2 citations

Sosnovskikh Vyacheslav

DSc in Chemistry, professor

355 publications, 4 721 citations

h-index: 30

Ural Federal University

1 citation

Beloglazkina Elena

DSc in Chemistry, professor

296 publications, 3 248 citations, 11 reviews

h-index: 29

Lomonosov Moscow State University

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

Arutiunov Nikolai

PhD in Chemistry, senior lecturer

28 publications, 232 citations

h-index: 9

North Caucasus 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

Ivleva Elena

67 publications, 469 citations

h-index: 12

Samara State Technical University

Research interests

Organic Chemistry

Organic synthesis

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

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GOST |

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GOST Copy

Aksenov N. A. et al. Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones // RSC Advances. 2020. Vol. 10. No. 31. pp. 18440-18450.

GOST all authors (up to 50) Copy

Aksenov N. A., Aksenov D. A., Arutiunov N. A., Aksenova D. S., Aksenov A., Rubin M. Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones // RSC Advances. 2020. Vol. 10. No. 31. pp. 18440-18450.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1039/d0ra03520c

UR - https://xlink.rsc.org/?DOI=D0RA03520C

TI - Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones

T2 - RSC Advances

AU - Aksenov, Nicolai A.

AU - Aksenov, Dmitrii A

AU - Arutiunov, Nikolai A

AU - Aksenova, Daria S

AU - Aksenov, Alexander V.

AU - Rubin, Michael

PY - 2020

DA - 2020/05/14

PB - Royal Society of Chemistry (RSC)

SP - 18440-18450

IS - 31

VL - 10

PMID - 35517232

SN - 2046-2069

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2020_Aksenov,

author = {Nicolai A. Aksenov and Dmitrii A Aksenov and Nikolai A Arutiunov and Daria S Aksenova and Alexander V. Aksenov and Michael Rubin},

title = {Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones},

journal = {RSC Advances},

year = {2020},

volume = {10},

publisher = {Royal Society of Chemistry (RSC)},

month = {may},

url = {https://xlink.rsc.org/?DOI=D0RA03520C},

number = {31},

pages = {18440--18450},

doi = {10.1039/d0ra03520c}

}

MLA

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MLA Copy

Aksenov, Nicolai A., et al. “Unexpected cyclization of ortho-nitrochalcones into 2-alkylideneindolin-3-ones.” RSC Advances, vol. 10, no. 31, May. 2020, pp. 18440-18450. https://xlink.rsc.org/?DOI=D0RA03520C.

Publisher

Royal Society of Chemistry (RSC)

Journal

RSC Advances

scimago Q1

wos Q2

SJR

0.777

CiteScore

7.6

Impact factor

4.6

ISSN

20462069 (Print, Electronic)

Labs

Laboratory of new synthetic methods

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