Russian Journal of Organic Chemistry

, volume 40 , issue 10 , pages 1493-1499

1,3-Dipolar cycloaddition of fluorinated azomethine ylides at the C=N bond

M.S. Novikov ¹

A F Khlebnikov ¹

M A Egarmin ¹

J. Kopf ²

R R Kostikov ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

St. Petersburg state University, St. Petersburg, Russia |

Institut für anorganische Chemie, Hamburg, Germany |

Publication type: Journal Article

Publication date: 2004-10-01

Pleiades Publishing

Russian Journal of Organic Chemistry

scimago Q4

wos Q4

SJR: 0.190

CiteScore: 1.3

Impact factor: 0.9

ISSN: 10704280, 16083393

DOI: 10.1007/s11178-005-0048-7

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Organic Chemistry

Abstract

Azomethine ylides generated by reaction of difluorocarbene with N-alkyl- and N-arylimines derived from benzaldehyde and benzophenone react with N-benzylidenebenzenesulfonamide in a regioselective fashion, yielding the corresponding imidazolidin-4-ones via 1,3-dipolar cycloaddition at the C=N bond. Ylides generated from benzaldehyde imines give rise to mixtures of stereoisomeric 2,5-diphenyl-1-(phenylsulfonyl)-imidazolidin-4-ones, the cis isomer prevailing.

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2 citations

Novikov Mikhail

DSc in Chemistry, associate professor

218 publications, 4 192 citations, 54 reviews

h-index: 33

Saint Petersburg State University

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Novikov M. et al. 1,3-Dipolar cycloaddition of fluorinated azomethine ylides at the C=N bond // Russian Journal of Organic Chemistry. 2004. Vol. 40. No. 10. pp. 1493-1499.

GOST all authors (up to 50) Copy

Novikov M., Khlebnikov A. F., Egarmin M. A., Kopf J., Kostikov R. R. 1,3-Dipolar cycloaddition of fluorinated azomethine ylides at the C=N bond // Russian Journal of Organic Chemistry. 2004. Vol. 40. No. 10. pp. 1493-1499.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1007/s11178-005-0048-7

UR - https://doi.org/10.1007/s11178-005-0048-7

TI - 1,3-Dipolar cycloaddition of fluorinated azomethine ylides at the C=N bond

T2 - Russian Journal of Organic Chemistry

AU - Novikov, M.S.

AU - Khlebnikov, A F

AU - Egarmin, M A

AU - Kopf, J.

AU - Kostikov, R R

PY - 2004

DA - 2004/10/01

PB - Pleiades Publishing

SP - 1493-1499

IS - 10

VL - 40

SN - 1070-4280

SN - 1608-3393

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2004_Novikov,

author = {M.S. Novikov and A F Khlebnikov and M A Egarmin and J. Kopf and R R Kostikov},

title = {1,3-Dipolar cycloaddition of fluorinated azomethine ylides at the C=N bond},

journal = {Russian Journal of Organic Chemistry},

year = {2004},

volume = {40},

publisher = {Pleiades Publishing},

month = {oct},

url = {https://doi.org/10.1007/s11178-005-0048-7},

number = {10},

pages = {1493--1499},

doi = {10.1007/s11178-005-0048-7}

}

MLA

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Novikov, M.S., et al. “1,3-Dipolar cycloaddition of fluorinated azomethine ylides at the C=N bond.” Russian Journal of Organic Chemistry, vol. 40, no. 10, Oct. 2004, pp. 1493-1499. https://doi.org/10.1007/s11178-005-0048-7.