Tetrahedron Letters

, volume 48 , issue 38 , pages 6614-6619

Unexpected stereoselective sodium acetate catalyzed multicomponent cyclization of aryl aldehydes, malononitrile and acetone into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles

M. N. Elinson ¹

Anatolii N. Vereshchagin ¹

Sergey K. Feducovich ¹

Tatyana A Zaimovskaya ²

Zoya A. Starikova ³

Pavel A Belyakov ¹

Gennady I. Nikishin ¹

Hide authors affiliations Show authors affiliations: 3 affiliations

N.D. Zelinsky Institute of Organic Chemistry, Leninsky Prospect 47, 119991 Moscow, Russia |

A.V. Topchiev Institute of Petrochemical Synthesis, Leninsky prospect 29, 119991 Moscow, Russia |

A.N. Nesmeyanov Institute of Organoelement compounds, ul. Vavilova 28, 119991 Moscow, Russia |

Publication type: Journal Article

Publication date: 2007-09-01

Elsevier

Tetrahedron Letters

scimago Q3

wos Q3

SJR: 0.334

CiteScore: 3.2

Impact factor: 1.5

ISSN: 00404039, 18733581

DOI: 10.1016/j.tetlet.2007.07.119

Copy DOI

Organic Chemistry

Drug Discovery

Biochemistry

Abstract

A new type of multicomponent reaction is described in which five organic molecules form a cyclohexane ring. Aryl aldehydes, malononitrile and acetone in the presence of a catalytic amount of sodium acetate are stereoselectively cyclized into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles in 30–60% yields.

Found

7 citations

Goloveshkin Alexander

🥼 🤝

PhD in Chemistry

145 publications, 1 952 citations

h-index: 25

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

Non-valent interactions

Quantum Chemistry

X-ray diffraction (XRD)

2 citations

Iliyasov Taygib

12 publications, 38 citations

h-index: 4

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

1 citation

Akchurin Radmir

3 publications, 8 citations

h-index: 2

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

Mendeleev University of Chemical Technology of Russia

Top-30

Journals

	1 2 3 4 5 6
Mendeleev Communications	Mendeleev Communications, 6, 20.69% Mendeleev Communications 6 publications, 20.69%
Monatshefte fur Chemie	Monatshefte fur Chemie, 3, 10.34% Monatshefte fur Chemie 3 publications, 10.34%
Russian Chemical Bulletin	Russian Chemical Bulletin, 3, 10.34% Russian Chemical Bulletin 3 publications, 10.34%
Research on Chemical Intermediates	Research on Chemical Intermediates, 3, 10.34% Research on Chemical Intermediates 3 publications, 10.34%
Tetrahedron	Tetrahedron, 2, 6.9% Tetrahedron 2 publications, 6.9%
Molecules	Molecules, 1, 3.45% Molecules 1 publication, 3.45%
Molecular Diversity	Molecular Diversity, 1, 3.45% Molecular Diversity 1 publication, 3.45%
Russian Chemical Reviews	Russian Chemical Reviews, 1, 3.45% Russian Chemical Reviews 1 publication, 3.45%
Journal of Molecular Structure	Journal of Molecular Structure, 1, 3.45% Journal of Molecular Structure 1 publication, 3.45%
Comptes Rendus Chimie	Comptes Rendus Chimie, 1, 3.45% Comptes Rendus Chimie 1 publication, 3.45%
Journal of Heterocyclic Chemistry	Journal of Heterocyclic Chemistry, 1, 3.45% Journal of Heterocyclic Chemistry 1 publication, 3.45%
ChemInform	ChemInform, 1, 3.45% ChemInform 1 publication, 3.45%
Journal of Organic Chemistry	Journal of Organic Chemistry, 1, 3.45% Journal of Organic Chemistry 1 publication, 3.45%
Chemical Communications	Chemical Communications, 1, 3.45% Chemical Communications 1 publication, 3.45%
Chinese Journal of Chemistry	Chinese Journal of Chemistry, 1, 3.45% Chinese Journal of Chemistry 1 publication, 3.45%
International Journal of Analytical Chemistry	International Journal of Analytical Chemistry, 1, 3.45% International Journal of Analytical Chemistry 1 publication, 3.45%
Chemistry of Heterocyclic Compounds	Chemistry of Heterocyclic Compounds, 1, 3.45% Chemistry of Heterocyclic Compounds 1 publication, 3.45%
	1 2 3 4 5 6

Publishers

	2 4 6 8 10 12
Springer Nature	Springer Nature, 11, 37.93% Springer Nature 11 publications, 37.93%
Elsevier	Elsevier, 10, 34.48% Elsevier 10 publications, 34.48%
Wiley	Wiley, 3, 10.34% Wiley 3 publications, 10.34%
MDPI	MDPI, 1, 3.45% MDPI 1 publication, 3.45%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 1, 3.45% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 1 publication, 3.45%
American Chemical Society (ACS)	American Chemical Society (ACS), 1, 3.45% American Chemical Society (ACS) 1 publication, 3.45%
Royal Society of Chemistry (RSC)	Royal Society of Chemistry (RSC), 1, 3.45% Royal Society of Chemistry (RSC) 1 publication, 3.45%
Hindawi Limited	Hindawi Limited, 1, 3.45% Hindawi Limited 1 publication, 3.45%
	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

Elinson M. N. et al. Unexpected stereoselective sodium acetate catalyzed multicomponent cyclization of aryl aldehydes, malononitrile and acetone into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles // Tetrahedron Letters. 2007. Vol. 48. No. 38. pp. 6614-6619.

GOST all authors (up to 50) Copy

Elinson M. N., Vereshchagin A. N., Feducovich S. K., Zaimovskaya T. A., Starikova Z. A., Belyakov P. A., Nikishin G. I. Unexpected stereoselective sodium acetate catalyzed multicomponent cyclization of aryl aldehydes, malononitrile and acetone into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles // Tetrahedron Letters. 2007. Vol. 48. No. 38. pp. 6614-6619.

RIS |

Cite this

RIS Copy

TY - JOUR

DO - 10.1016/j.tetlet.2007.07.119

UR - https://linkinghub.elsevier.com/retrieve/pii/S004040390701444X

TI - Unexpected stereoselective sodium acetate catalyzed multicomponent cyclization of aryl aldehydes, malononitrile and acetone into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles

T2 - Tetrahedron Letters

AU - Elinson, M. N.

AU - Vereshchagin, Anatolii N.

AU - Feducovich, Sergey K.

AU - Zaimovskaya, Tatyana A

AU - Starikova, Zoya A.

AU - Belyakov, Pavel A

AU - Nikishin, Gennady I.

PY - 2007

DA - 2007/09/01

PB - Elsevier

SP - 6614-6619

IS - 38

VL - 48

SN - 0040-4039

SN - 1873-3581

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2007_Elinson,

author = {M. N. Elinson and Anatolii N. Vereshchagin and Sergey K. Feducovich and Tatyana A Zaimovskaya and Zoya A. Starikova and Pavel A Belyakov and Gennady I. Nikishin},

title = {Unexpected stereoselective sodium acetate catalyzed multicomponent cyclization of aryl aldehydes, malononitrile and acetone into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles},

journal = {Tetrahedron Letters},

year = {2007},

volume = {48},

publisher = {Elsevier},

month = {sep},

url = {https://linkinghub.elsevier.com/retrieve/pii/S004040390701444X},

number = {38},

pages = {6614--6619},

doi = {10.1016/j.tetlet.2007.07.119}

}

MLA

Cite this

MLA Copy

Elinson, M. N., et al. “Unexpected stereoselective sodium acetate catalyzed multicomponent cyclization of aryl aldehydes, malononitrile and acetone into cis-4-dicyanomethylene-2,6-diarylcyclohexane-1,1-dicarbonitriles.” Tetrahedron Letters, vol. 48, no. 38, Sep. 2007, pp. 6614-6619. https://linkinghub.elsevier.com/retrieve/pii/S004040390701444X.