Chemical Communications

, volume 56 , issue 48 , pages 6527-6530

Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1,2-a]indoles

Rajesh R Zalte ^{1, 2, 3, 4, 5, 6}

Alexey A. Festa ^{1, 2, 3, 4, 5, 6}

Nikita E Golantsov ¹

Subramani Karthikeyan ^{1, 2, 3, 4, 5, 6}

Victor B. Rybakov ^{5, 6, 7, 8, 9}

Alexey V. Varlamov ^{1, 2, 3, 4, 5, 6}

Rafael Luque ^{1, 2, 3, 4, 5, 6, 10}

Leonid G. Voskressensky ^{1, 2, 3, 4, 5, 6}

Hide authors affiliations Show authors affiliations: 10 affiliations

Organic Chemistry Department, Science Faculty, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya str., Moscow, Russia |

Organic Chemistry Department

Science Faculty

⁴

Peoples’ Friendship University of Russia (RUDN University) |

⁵

Moscow

⁶

Russia |

⁷

Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, 1-3, Moscow, Russia |

⁸

DEPARTMENT OF CHEMISTRY

⁹

Lomonosov Moscow State University |

¹⁰

Departamento de Quimica Organica, Universidad de Cordoba, Campus de Rabanales, Edificio Marie Curie (C-3), Ctra Nnal IV-A, Km 396, Cordoba, Spain |

Publication type: Journal Article

Publication date: 2020-05-01

Royal Society of Chemistry (RSC)

Chemical Communications

scimago Q1

wos Q2

SJR: 1.037

CiteScore: 7.4

Impact factor: 4.2

ISSN: 13597345, 1364548X

DOI: 10.1039/d0cc01652g

Copy DOI

PubMed ID: 32395728

Materials Chemistry

Metals and Alloys

Surfaces, Coatings and Films

General Chemistry

Ceramics and Composites

Electronic, Optical and Magnetic Materials

Catalysis

Abstract

N-(Propargyl)indole-2-carbonitriles undergo DBU-catalyzed addition of CH-acids to nitriles, followed by cyclization to give 9-aminopyrido[1,2-a]indoles. The reaction proceeds through the initial formation of a push–pull enamine, alkyne–allene rearrangement and intramolecular nucleophilic cyclization. Nitromethane and malonate esters can be employed as the CH-acids. The resulting compounds were found to exhibit fluorescence properties.

Found

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Beloglazkina Elena

DSc in Chemistry, professor

296 publications, 3 248 citations, 11 reviews

h-index: 29

Lomonosov Moscow State University

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Luponosov Yuriy

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

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Vil' Vera

PhD in Chemistry

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h-index: 24

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

Research interests

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Yaremenko Ivan

PhD in Chemistry

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h-index: 24

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

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Organic Chemistry

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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

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Coordination Chemistry

Lanthanides

Supramolecular chemistry

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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

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44 publications, 625 citations

h-index: 14

Saint Petersburg State University

Research interests

Bioorganic chemistry

Click chemistry

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Medicinal Chemistry

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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

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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

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Heterocyclic compounds

Organic Chemistry

Organophosphorus chemistry

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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

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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

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Biological activity

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Zagidullin Almaz

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PhD in Chemistry

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

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Asymmetric metal complex catalysis

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

Coordination chemistry of phosphorus

Organoelement chemistry

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Aksenov Aleksandr

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North Caucasus Federal University

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h-index: 25

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

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Organic Chemistry

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Plant protection

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Tikhomirov Alexander

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DSc in Chemistry, associate professor

59 publications, 920 citations

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Mendeleev University of Chemical Technology of Russia

Gause Institute of New Antibiotics

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

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Ural Federal University

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GOST Copy

Zalte R. R. et al. Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1,2-a]indoles // Chemical Communications. 2020. Vol. 56. No. 48. pp. 6527-6530.

GOST all authors (up to 50) Copy

Zalte R. R., Festa A. A., Golantsov N. E., Karthikeyan S., Rybakov V. B., Varlamov A. V., Luque R., Voskressensky L. G. Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1,2-a]indoles // Chemical Communications. 2020. Vol. 56. No. 48. pp. 6527-6530.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1039/d0cc01652g

UR - https://xlink.rsc.org/?DOI=D0CC01652G

TI - Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1,2-a]indoles

T2 - Chemical Communications

AU - Zalte, Rajesh R

AU - Festa, Alexey A.

AU - Golantsov, Nikita E

AU - Karthikeyan, Subramani

AU - Rybakov, Victor B.

AU - Varlamov, Alexey V.

AU - Luque, Rafael

AU - Voskressensky, Leonid G.

PY - 2020

DA - 2020/05/01

PB - Royal Society of Chemistry (RSC)

SP - 6527-6530

IS - 48

VL - 56

PMID - 32395728

SN - 1359-7345

SN - 1364-548X

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2020_Zalte,

author = {Rajesh R Zalte and Alexey A. Festa and Nikita E Golantsov and Subramani Karthikeyan and Victor B. Rybakov and Alexey V. Varlamov and Rafael Luque and Leonid G. Voskressensky},

title = {Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1,2-a]indoles},

journal = {Chemical Communications},

year = {2020},

volume = {56},

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

month = {may},

url = {https://xlink.rsc.org/?DOI=D0CC01652G},

number = {48},

pages = {6527--6530},

doi = {10.1039/d0cc01652g}

}

MLA

Cite this

MLA Copy

Zalte, Rajesh R., et al. “Aza-Henry and aza-Knoevenagel reactions of nitriles for the synthesis of pyrido[1,2-a]indoles.” Chemical Communications, vol. 56, no. 48, May. 2020, pp. 6527-6530. https://xlink.rsc.org/?DOI=D0CC01652G.

Publisher

Royal Society of Chemistry (RSC)

Journal

Chemical Communications

scimago Q1

wos Q2

SJR

1.037

CiteScore

7.4

Impact factor

4.2

ISSN

13597345 (Print)

1364548X (Electronic)

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