, volume 49 , issue 7 , pages 1237-1240

gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2

Kirill A Khistiaev ¹

Joerg Magull ²

Mikhail S. Novikov ¹

Alexander F Khlebnikov ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

Department of Chemistry, St. Petersburg State University, Universitetskii pr. 26, 198504 St. Petersburg,Petrodvorets,Russia |

Institute of Inorganic Chemistry of Georg-August University, Göttingen, D-37077 Göttingen, Tammannstrasse 4, Germany |

Publication type: Journal Article

Publication date: 2008-02-01

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.2007.12.037

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Organic Chemistry

Drug Discovery

Biochemistry

Abstract

Abstract A simple one-step synthesis of a new class of fluorinated heterocycles, 4-fluoro-3-oxazolines, from diarylmethanimines, trifluoroacetophenones and CF 2 Br 2 is described. The reaction proceeds via the sequential formation of difluorocarbene and a gem -difluorosubstituted NH-azomethine ylide, followed by 1,3-dipolar cycloaddition with a ketone.

Found

6 citations

Novikov Mikhail

DSc in Chemistry, associate professor

215 publications, 4 151 citations, 54 reviews

h-index: 33

Saint Petersburg State University

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Khistiaev K. A. et al. gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2 // Tetrahedron Letters. 2008. Vol. 49. No. 7. pp. 1237-1240.

GOST all authors (up to 50) Copy

Khistiaev K. A., Magull J., Novikov M. S., Khlebnikov A. F. gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2 // Tetrahedron Letters. 2008. Vol. 49. No. 7. pp. 1237-1240.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/j.tetlet.2007.12.037

UR - https://doi.org/10.1016/j.tetlet.2007.12.037

TI - gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2

T2 - Tetrahedron Letters

AU - Khistiaev, Kirill A

AU - Magull, Joerg

AU - Novikov, Mikhail S.

AU - Khlebnikov, Alexander F

PY - 2008

DA - 2008/02/01

PB - Elsevier

SP - 1237-1240

IS - 7

VL - 49

SN - 0040-4039

SN - 1873-3581

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2008_Khistiaev,

author = {Kirill A Khistiaev and Joerg Magull and Mikhail S. Novikov and Alexander F Khlebnikov},

title = {gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2},

journal = {Tetrahedron Letters},

year = {2008},

volume = {49},

publisher = {Elsevier},

month = {feb},

url = {https://doi.org/10.1016/j.tetlet.2007.12.037},

number = {7},

pages = {1237--1240},

doi = {10.1016/j.tetlet.2007.12.037}

}

MLA

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Khistiaev, Kirill A., et al. “gem-Difluorosubstituted NH-azomethine ylides in the synthesis of 4-fluorooxazolines via the three-component reaction of imines, trifluoroacetophenones and CF2Br2.” Tetrahedron Letters, vol. 49, no. 7, Feb. 2008, pp. 1237-1240. https://doi.org/10.1016/j.tetlet.2007.12.037.